Trifluoroacetic acid → HCID 69143452, compound

HRID 1670036Notes

Reaction equation

HRID 1670036 reaction equation
C([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][NH:14][C@H:15]([CH2:36][C:37]1[CH:42]=[CH:41][C:40]([Cl:43])=[CH:39][CH:38]=1)[C:16]([NH:18][N:19]1[CH2:23][CH2:22][C@H:21]([N:24]([CH:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)[C:25](=[O:29])[CH:26]([CH3:28])[CH3:27])[CH2:20]1)=[O:17])(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][NH:14][C@H:15]([CH2:36][C:37]1[CH:38]=[CH:39][C:40]([Cl:43])=[CH:41][CH:42]=1)[C:16]([NH:18][N:19]1[CH2:23][CH2:22][C@H:21]([N:24]([CH:30]2[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]2)[C:25](=[O:29])[CH:26]([CH3:27])[CH3:28])[CH2:20]1)=[O:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67344234HCID 67344234, compound

Product 1

HCID 69143452HCID 69143452, compoundYield 136.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (2R)-2-{[(2R)-1-(BOC)pyrrolidine-2-yl]methyl}amino-N-{(3S)-3-[cyclohexyl(isobutyryl)amino]pyrrolidine-1-yl}-3-(4-chlorophenyl)propionamide(50 mg, 0.0831 mmol), prepared in Step A, in DCM (2 mL) was added TFA (2 mL). After being stirred at rt for 1 h, the reaction solution was concentrated in vacuo, and the residue was purified by HPLC to give the title compound (58.8 mg, 97.1%).

Workup

  1. concentrationthe reaction solution was concentrated in vacuo
  2. customthe residue was purified by HPLC

Sources & evidence

ORD record
ord-4cc5db5d0bd3489a8640f5035e5262b9
Source dataset
uspto-grants-2011_08
Patent number
US07989634B2

Reaction notes

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