Acetonitrile → HCID 131723239, compound

HRID 1937826Notes

Reaction equation

HRID 1937826 reaction equation
C[O:2][C:3](=[O:35])[C@@H:4]([NH:11][C:12](=[O:34])[CH:13]([C:23](=[O:33])[N:24]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH3:25])[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][CH:16]=1)[CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.C(#N)C>FC(F)(F)C(O)=O.ClCCl>[CH2:26]([N:24]([CH3:25])[C:23]([CH:13]([CH2:14][C:15]1[CH:16]=[CH:17][C:18]([C:21]#[N:22])=[CH:19][CH:20]=1)[C:12]([NH:11][C@@H:4]([CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)[C:3]([OH:35])=[O:2])=[O:34])=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 69781754HCID 69781754, compound

Product 1

HCID 131723239HCID 131723239, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

1.5 g (3.15 mmol) of the above [2-(R,S)-(Benzyl-methyl-carbamoyl)-3-(4-cyano-phenyl)-propionylamino]-(S)-cyclohexyl-acetic acid methyl ester was suspended in water/concentrated hydrochloric acid (1/1, 40 ml) and acetonitrile (40 ml) was added to give a solution. The reaction mixture was stirred at room temperature for 10 days. The reaction mixture was concentrated in vacuo and the residue lyophilized to give the desired product in 63% yield.

Workup

  1. customto give a solution
  2. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-f1165ba481604bbdad97f21ac1ea489a
Source dataset
uspto-grants-2002_05
Patent number
US06395737B1

Reaction notes

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