Acetic Acid → HCID 57666674, compound

HRID 888663Notes

Reaction equation

HRID 888663 reaction equation
[CH2:1]([O:3][C:4](=[O:38])[CH:5]([C:10]1[CH:11]=[C:12]([C:28]2[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=2)[CH:13]=[C:14]([NH:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([CH3:27])([CH3:26])[CH3:25])=[CH:20][CH:19]=2)[CH:15]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])[CH3:2].[CH:39](=O)[CH2:40][CH:41]([CH3:43])[CH3:42].CC(O)=O>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:38])[CH:5]([C:10]1[CH:11]=[C:12]([C:28]2[CH:33]=[CH:32][C:31]([C:34]([F:35])([F:37])[F:36])=[CH:30][CH:29]=2)[CH:13]=[C:14]([N:16]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([CH3:25])([CH3:26])[CH3:27])=[CH:20][CH:19]=2)[CH2:39][CH2:40][CH:41]([CH3:43])[CH3:42])[CH:15]=1)[CH2:6][CH:7]([CH3:8])[CH3:9])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 115523-MethylbutanalHCID 57666621HCID 57666621, compound

Product 1

HCID 57666674HCID 57666674, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-[5-(4-tert-Butyl-benzylamino)-4′-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoic acid ethyl ester, compound 37a, (0.06 g, 0.11 mmol), isovaleraldehyde (0.36 mL, 3.3 mmol), AcOH (0.01 mL) in DCM (10 mL) was stirred at room temperature overnight. NaCNBH4 (0.01 g, 0.16 mmol) added and resulting solution was stirred 30 min. The crude product was purified by TLC plate to give the title compound at 50% yield. Calcd MW 595.8. Found MH+ 596.4.

Workup

  1. additionNaCNBH4 (0.01 g, 0.16 mmol) added
  2. customresulting solution
  3. customThe crude product was purified by TLC plate

Sources & evidence

ORD record
ord-2c8e1fc60495421fa64458266f249ae9
Source dataset
uspto-grants-2012_08
Patent number
US08247610B2

Reaction notes

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