Thionyl Chloride → HCID 178461307, compound

HRID 1826914Notes

Reaction equation

HRID 1826914 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12]C(C2C=NC3C(C=2Cl)=CC(C(F)(F)F)=CC=3)=O)[CH2:8][CH2:7]1>C(N(CC)CC)C>[ClH:3].[CH3:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([NH2:12])[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178461352HCID 178461352, compound

Product 1

HCID 178461307HCID 178461307, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

4-Hydroxy-6-trifluoromethyl-3-carboxylic acid (514 mg, 2 mmol), thionyl chloride, trans-4-methylcyclohexylamine hydrochloride (225 mg, 1.5 mmol), and triethylamine (2 mL) afforded crude N-(trans-4-methylcyclohexyl)-4-chloro-6-trifluoromethylquinoline-3-carboxamide:

Sources & evidence

ORD record
ord-e26cce00bd5743cdbcc3e387dda595de
Source dataset
uspto-grants-2006_05
Patent number
US07053104B2

Reaction notes

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