Trifluoroacetic acid → HCID 10299988, compound

HRID 1058253Notes

Reaction equation

HRID 1058253 reaction equation
C(O)(C(F)(F)F)=O.[NH2:8][CH:9]([C:44]([F:47])([F:46])[F:45])[CH2:10][C:11]1[CH:42]=[CH:41][C:40]([Cl:43])=[CH:39][C:12]=1[CH2:13][NH:14][C:15](=[O:38])[C@@H:16]1[CH2:20][CH2:19][CH2:18][N:17]1[C:21](=[O:37])[C@H:22]([NH:29]C(OC(C)(C)C)=O)[CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>C(Cl)Cl>[NH2:29][C@H:22]([CH:23]1[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1)[C:21]([N:17]1[CH2:18][CH2:19][CH2:20][C@H:16]1[C:15]([NH:14][CH2:13][C:12]1[CH:39]=[C:40]([Cl:43])[CH:41]=[CH:42][C:11]=1[CH2:10][CH:9]([NH2:8])[C:44]([F:46])([F:47])[F:45])=[O:38])=[O:37]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69939660HCID 69939660, compound

Product 1

HCID 10299988HCID 10299988, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (2.5 mL) was added to a stirred solution of N-[2-(2-amino-3,3,3-trifluoropropyl)-5-chlorobenzyl]-1-{(2R)-2-[(tert-butoxycarbonyl)amino]-2-cyclohexylethanoyl}-L-prolinamide (0.282 g, 0.48 mmol) in CH2Cl2 (5 mL) and after 1 h the solvent was evaporated in vacuo and the residue was partitioned between EtOAc and saturated aqueous Na2CO3. The organic layer was dried (Na2SO4) and evaporated in vacuo to give the title compound as a foam; MS m/z=489.6.

Workup

  1. customwas evaporated in vacuo
  2. customthe residue was partitioned between EtOAc and saturated aqueous Na2CO3
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-5ab5d92a16ef46549b3e0d977320a4c4
Source dataset
uspto-grants-2003_02
Patent number
US06515011B2

Reaction notes

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