Trifluoroacetic acid → HCID 66855916, compound

HRID 1970616Notes

Reaction equation

HRID 1970616 reaction equation
C([O:5][C:6](=[O:42])[C@@H:7]([NH:12][C:13]([C:15]1[CH:19]=[C:18]([O:20][CH2:21][C:22]([N:24]2[CH2:28][CH2:27][CH2:26][C@H:25]2[C:29](=[O:35])[NH:30][CH:31]2[CH2:34][CH2:33][CH2:32]2)=[O:23])[N:17]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[N:16]=1)=[O:14])[CH2:8][CH:9]([CH3:11])[CH3:10])(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH:31]1([NH:30][C:29]([C@@H:25]2[CH2:26][CH2:27][CH2:28][N:24]2[C:22](=[O:23])[CH2:21][O:20][C:18]2[N:17]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[N:16]=[C:15]([C:13]([NH:12][C@@H:7]([CH2:8][CH:9]([CH3:10])[CH3:11])[C:6]([OH:42])=[O:5])=[O:14])[CH:19]=2)=[O:35])[CH2:32][CH2:33][CH2:34]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66855115HCID 66855115, compound

Product 1

HCID 66855916HCID 66855916, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 422 mg (S)-2-({5-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}-amino)-4-methyl-pentanoic acid tert-butyl ester in 5 ml dichloromethane were added 1.5 ml TFA. After stirring for 16 h it was concentrated and codistilled twice with toluene to give the crude product which was used directly in the subsequent coupling step.

Workup

  1. concentrationwas concentrated

Sources & evidence

ORD record
ord-875b343e3de74355bca125d5ed203134
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

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