Acetic Acid → HCID 21948882, compound

HRID 2215438Notes

Reaction equation

HRID 2215438 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[NH2:16])[N:7]=1)(=[O:3])[CH3:2].[F:17][C:18]1[CH:19]=[CH:20][C:21]([O:36][CH3:37])=[C:22]([C:24]([CH3:35])([CH3:34])[CH2:25][C:26]([OH:33])([C:29]([F:32])([F:31])[F:30])[CH:27]=O)[CH:23]=1.C(O)(=O)C.CCCCCC.C(OCC)(=O)C>C1(C)C=CC=CC=1>[C:1]([O:4][CH2:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[N:16]=[CH:27][C:26]([C:29]([F:30])([F:32])[F:31])([OH:33])[CH2:25][C:24]([C:22]2[CH:23]=[C:18]([F:17])[CH:19]=[CH:20][C:21]=2[O:36][CH3:37])([CH3:34])[CH3:35])[N:7]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 115731224-(5-Fluoro-2-methoxy-phenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanalHCID 21226206Ethyl acetate hexaneHCID 21948915HCID 21948915, compound

Product 1

HCID 21948882HCID 21948882, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Analogously to Example 37, 230 mg (1.06 mmol) of 2-(acetoxymethyl)-5-aminoquinoline is reacted with 273 mg (0.88 mmol) of 4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal and 1.20 ml of concentrated acetic acid in 20.0 ml of toluene. After chromatography on silica gel with hexane-ethyl acetate (0–100%), 360 mg (81% of theory) of the product is obtained.

Sources & evidence

ORD record
ord-af7167a6c4ea453eb04c6fea24be0f24
Source dataset
uspto-grants-2006_09
Patent number
US07109212B2

Reaction notes

Loading…