Trifluoroacetic acid → HCID 69127013, compound

HRID 1670035Notes

Reaction equation

HRID 1670035 reaction equation
C([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[C:13]([NH:15][C@H:16]([CH2:37][C:38]1[CH:43]=[CH:42][C:41]([Cl:44])=[CH:40][CH:39]=1)[C:17]([NH:19][N:20]1[CH2:24][CH2:23][C@H:22]([N:25]([CH:31]2[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)[C:26](=[O:30])[CH:27]([CH3:29])[CH3:28])[CH2:21]1)=[O:18])=[O:14])(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[C:13]([NH:15][C@H:16]([CH2:37][C:38]1[CH:39]=[CH:40][C:41]([Cl:44])=[CH:42][CH:43]=1)[C:17]([NH:19][N:20]1[CH2:24][CH2:23][C@H:22]([N:25]([CH:31]2[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]2)[C:26](=[O:30])[CH:27]([CH3:28])[CH3:29])[CH2:21]1)=[O:18])=[O:14]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67343769HCID 67343769, compound

Product 1

HCID 69127013HCID 69127013, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (2R)-2-{[(2R)-1-(BOC)pyrrolidine-2-yl]carbonyl}amino-N-{(3S)-3-[cyclohexyl(isobutyryl)amino]pyrrolidine-1-yl}-3-(4-chlorophenyl)propionamide, prepared in Step A, (50.0 mg, 0.081 mmol) in DCM (2 mL) was added TFA (2 mL). After the reaction solution was stirred at rt for 30 min. the solvent was removed in vacuo, and the residue was purified by HPLC to give the title compound (50.0 mg, 98.2%).

Workup

  1. customwas removed in vacuo
  2. customthe residue was purified by HPLC

Sources & evidence

ORD record
ord-070f09ed70f949e2b5c4d853b5b6bfdb
Source dataset
uspto-grants-2011_08
Patent number
US07989634B2

Reaction notes

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