HCID 10371682, compound → HCID 10459336, compound

HRID 1391983Notes

Reaction equation

HRID 1391983 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=1[C:18](=[O:43])[NH:19][C@H:20]1[CH2:24][CH2:23][N:22]([C@@H:25]([CH2:31][NH:32][CH2:33][C:34]2[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][C:35]=2[CH3:41])[C@@H:26]([OH:30])[CH2:27][CH2:28][CH3:29])[C:21]1=[O:42])(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:15])[F:16])=[CH:10][C:9]=1[C:18]([NH:19][C@H:20]1[CH2:24][CH2:23][N:22]([C@@H:25]([CH2:31][NH:32][CH2:33][C:34]2[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][C:35]=2[CH3:41])[C@@H:26]([OH:30])[CH2:27][CH2:28][CH3:29])[C:21]1=[O:42])=[O:43]

Participants

3

Reactant 1

HCID 10371682HCID 10371682, compound

Product 1

HCID 10459336HCID 10459336, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

The compound {2-[(3S)-1-{(1S,2S)-1-[(2,4-Dimethyl-benzylamino)-methyl]-2-hydroxy-pentyl}-2-oxo-pyrrolidin-3-ylcarbamoyl]-4-trifluoromethyl-phenyl}-carbamic acid tert-butyl ester (9 mg) was dissolved in 3 mL of 2:1 CH2Cl2/TFA. The resultant solution was stirred for 3 h and then concentrated in vacuo. The residue was dissolved in TFA and concentrated in vacuo; this procedure was repeated. Lyopholization (H2O/MeCN) afforded the title compound as a white powder (5 mg). MS found: (M+H)+=521.5.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in TFA
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3335ec35f4244079bf5b0614e46286ac
Source dataset
uspto-grants-2008_03
Patent number
US07338975B2

Reaction notes

Loading…