Trifluoroacetic acid → HCID 68581898, compound

HRID 2235048Notes

Reaction equation

HRID 2235048 reaction equation
C(OC([NH:8][CH:9]1[CH2:13][N:12]([C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[C:16]([CH3:24])[CH:15]=2)[C:11](=[O:25])[CH2:10]1)=O)(C)(C)C.[C:26]([OH:32])([C:28]([F:31])([F:30])[F:29])=[O:27]>ClCCl>[F:29][C:28]([F:31])([F:30])[C:26]([OH:32])=[O:27].[NH2:8][CH:9]1[CH2:13][N:12]([C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[C:16]([CH3:24])[CH:15]=2)[C:11](=[O:25])[CH2:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68581324HCID 68581324, compound

Product 1

HCID 68581898HCID 68581898, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.9 g (75%, 5.5 mmol) methyl 4-(4-tert.-butoxycarbonylamino-2-oxo-pyrrolidin-1-yl)-2-methyl-benzoate are dissolved in 25 ml dichloromethane and combined with 4.4 ml TFA. The mixture is stirred for 18 hours at ambient temperature, then evaporated to dryness and the residue is purified by chromatography on silica gel (eluant: gradient dichloromethane/isopropanol/ammonia 90:10:0.2-dichloromethane/methanol/ammonia 50:50:0.4).

Workup

  1. customevaporated to dryness
  2. customthe residue is purified by chromatography on silica gel (eluant: gradient dichloromethane/isopropanol/ammonia 90:10:0.2-dichloromethane/methanol/ammonia 50:50:0.4)

Sources & evidence

ORD record
ord-3594a39c42be491a9b676ccba57e3097
Source dataset
uspto-grants-2010_05
Patent number
US07714000B2

Reaction notes

Loading…