Acetic Acid → HCID 21948799, compound

HRID 2215424Notes

Reaction equation

HRID 2215424 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([CH3:12])=[N:7]2.[F:13][C:14]1[CH:15]=[CH:16][C:17]([O:32][CH3:33])=[C:18]([C:20]2([CH2:23][C:24]([OH:31])([C:27]([F:30])([F:29])[F:28])[CH:25]=O)[CH2:22][CH2:21]2)[CH:19]=1.C(O)(=O)C.CCCCCC.C(OCC)(=O)C>C1(C)C=CC=CC=1>[F:13][C:14]1[CH:15]=[CH:16][C:17]([O:32][CH3:33])=[C:18]([C:20]2([CH2:23][C:24]([C:27]([F:29])([F:30])[F:28])([OH:31])[CH:25]=[N:1][C:2]3[CH:11]=[CH:10][CH:9]=[C:8]4[C:3]=3[CH:4]=[CH:5][C:6]([CH3:12])=[N:7]4)[CH2:21][CH2:22]2)[CH:19]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1486835-Quinolinamine, 2-methyl-HCID 21226206Ethyl acetate hexaneHCID 219489133-[1-(5-Fluoro-2-methoxyphenyl)cycloprop-1-yl]-2-hydroxy-2-(trifluoromethyl)propanal

Product 1

HCID 21948799HCID 21948799, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Analogously to Example 1, 352 mg (2.23 mmol) of 5-amino-2-methylquinoline is reacted with 650 mg (2.12 mmol) of 3-[1-(5-fluoro-2-methoxyphenyl)cycloprop-1-yl]-2-hydroxy-2-(trifluoromethyl)propanal and 2.80 ml of concentrated acetic acid in 19 ml of toluene. After chromatography on silica gel with hexane-ethyl acetate (0–100%), 870 mg (92% of theory) of the product is obtained.

Sources & evidence

ORD record
ord-1cb3f682d72b4c3987bfcbbb6c077361
Source dataset
uspto-grants-2006_09
Patent number
US07109212B2

Reaction notes

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