Production Method 1

7781-98-8

94160-25-5

Reaction Conditions

Reference

Synthesis of amino derivatives of 4,5,6,7-tetrahydrobenzothiazole. II. The 4-, 5- and 6-aminomethyl derivatives with cardiovascular activity

Maillard, Jacques; Delaunay, Pierre; Langlois, Michel; Portevin, Bernard; Legeai, Jacques; et al, European Journal of Medicinal Chemistry, 1984, 19(5), 457-60

Production Method 2

7781-98-8

94160-25-5

Reaction Conditions

1.1 Reagents: Hydrogen Solvents: Ethanol ;  48 h, rt

Reference

Preparation of tetrasubstituted heteroaryl compounds and their use as MDM2 and/or MDM4 modulators

, World Intellectual Property Organization, , ,

Production Method 3

7781-98-8

94160-25-5

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Rhodium Solvents: Ethanol ;  4 bar

Reference

9H-Carbazole-1-carboxamides as potent and selective JAK2 inhibitors

Zimmermann, Kurt; Sang, Xiaopeng; Mastalerz, Harold A.; Johnson, Walter L.; Zhang, Guifen; et al, Bioorganic & Medicinal Chemistry Letters, 2015, 25(14), 2809-2812

Production Method 4

7781-98-8

94160-25-5

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Rhodium Solvents: Ethanol ;  overnight, 12 kbar, rt

Reference

Small Molecule Reversible Inhibitors of Bruton's Tyrosine Kinase (BTK): Structure-Activity Relationships Leading to the Identification of 7-(2-Hydroxypropan-2-yl)-4-[2-methyl-3-(4-oxo-3,4-dihydroquinazolin-3-yl)phenyl]-9H-carbazole-1-carboxamide (BMS-935177)

De Lucca, George V.; Shi, Qing; Liu, Qingjie; Batt, Douglas G.; Beaudoin Bertrand, Myra; et al, Journal of Medicinal Chemistry, 2016, 59(17), 7915-7935

Production Method 5

33668-25-6

94160-25-5

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Methanol ;  2 h, 0 °C
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

Tricyclic compound serving as immunomodulator

, World Intellectual Property Organization, , ,

Production Method 6

875928-06-6

94160-25-5

Reaction Conditions

1.1 Reagents: Acetyl chloride Solvents: Ethanol ;  0 °C; 0 °C → rt; 30 min, rt
1.2 overnight, rt

Reference

Discovery of an Oxycyclohexyl Acid Lysophosphatidic Acid Receptor 1 (LPA1) Antagonist BMS-986278 for the Treatment of Pulmonary Fibrotic Diseases

Cheng, Peter T. W. ; Kaltenbach, Robert F.; Zhang, Hao; Shi, Jun; Tao, Shiwei; et al, Journal of Medicinal Chemistry, 2021, 64(21), 15549-15581

Production Method 7

33668-25-6

94160-25-5

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Tetrahydrofuran ;  2 h, 0 °C

Reference

9-Substituted aminotriazoloquinazoline derivatives as adenosine receptor antagonists, pharmaceutical composition and their preparation

, World Intellectual Property Organization, , ,

Production Method 8

7781-98-8

94160-25-5

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Rhodium Solvents: Ethanol ;  8 h, 60 psi, rt; 3 d, rt

Reference

Preparation of carbazoles useful as bromodomain inhibitors

, World Intellectual Property Organization, , ,

Production Method 9

94160-25-5

Reaction Conditions

Reference

Preparation of tetracyclic, fused-ring 1,4-diazepines as platelet-activating factor (PAF) antagonists

, Federal Republic of Germany, , ,

Ethyl 3-hydroxycyclohexanecarboxylate Raw materials

• 6-Oxabicyclo[3.2.1]octan-7-one, (1S,5R)-
• Ethyl 3-oxocyclohexane-1-carboxylate
• Ethyl 3-hydroxybenzoate

Ethyl 3-hydroxycyclohexanecarboxylate Preparation Products

• Ethyl 3-hydroxycyclohexanecarboxylate (94160-25-5)

• 1. An investigation of new infrared nonlinear optical material: BaCdSnSe4, and three new related centrosymmetric compounds: Ba2SnSe4, Mg2GeSe4, and Ba2Ge2S6?
  Kui Wu,Zhihua Yang,Shilie Pan Dalton Trans., 2015,44, 19856-19864
• 2. Acetyl group orientation modulates the electronic ground-state asymmetry of the special pair in purple bacterial reaction centers
  P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. Buda Phys. Chem. Chem. Phys., 2011,13, 10270-10279
• 3. An alkynylboronatecycloaddition strategy to functionalised benzyne derivatives?
  James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. Harrity Chem. Commun., 2010,46, 5154-5156
• 4. An Aptamer Bio-barCode (ABC) assay using SPR, RNase H, and probes with RNA and gold-nanorods for anti-cancer drug screening
  Chengbin Yang,Hing Lun Tsang,Pui Man Lau,Ken-Tye Yong,Ho Pui Ho,Siu Kai Kong Analyst, 2017,142, 3579-3587
• 5. Acetylcholinesterase amperometric detection system based on a cobalt(II) tetraphenylporphyrin-modified electrode
  Analyst, 1996,121, 1123-1126

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Secondary alcohols
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Secondary alcohols

• 79284-87-0(ZLI-2454)
• 79646-68-7(Cyclohexanecarboxylic acid, 4-butyl-, trans-4-propylcyclohexyl ester, trans-)
• 95676-87-2(7-Oxabicyclo[4.1.0]heptane-3-carboxylic acid,(4-methyl-7-oxabicyclo[4.1.0]hept-3-yl)methyl ester)
• 3618-04-0(trans-Ethyl 4-hydroxycyclohexanecarboxylate)
• 17159-80-7(Ethyl 4-hydroxycyclohexanecarboxylate)
• 94732-93-1([1,1'-Bicyclohexyl]-4-carboxylicacid, 4'-pentyl-, trans-4-propylcyclohexyl ester, (trans,trans)-)
• 89013-81-0(7-Oxabicyclo[4.1.0]heptane-3,4-dicarboxylic acid, dinonadecyl ester)
• 95560-45-5(7-Oxabicyclo[4.1.0]heptane-3,4-dicarboxylicacid, 3,4-dihexyl ester)
• 89395-44-8(Cyclohexanecarboxylic acid, 4-pentyl-,5-methyl-2-(1-methylethyl)cyclohexyl ester)
• 62256-00-2(7-Oxabicyclo[4.1.0]heptane-3-carboxylicacid, 2-ethylhexyl ester)