Trifluoroacetic acid methylene chloride → 1-[2-(4-Amino-3-chloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic acid

HRID 900577Notes

Reaction equation

HRID 900577 reaction equation
C([O:5][C:6]([CH:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13](=[O:27])[CH:14]([NH:16][C:17](=[O:26])[C:18]1[CH:23]=[CH:22][C:21]([NH2:24])=[C:20]([Cl:25])[CH:19]=1)[CH3:15])=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)Cl>>[NH2:24][C:21]1[CH:22]=[CH:23][C:18]([C:17]([NH:16][CH:14]([CH3:15])[C:13]([N:9]2[CH2:10][CH2:11][CH2:12][CH:8]2[C:6]([OH:7])=[O:5])=[O:27])=[O:26])=[CH:19][C:20]=1[Cl:25]

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 536934251-[2-(4-Amino-3-chloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Product 1

HCID 186236851-[2-(4-Amino-3-chloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic acid

Procedure

Prepared from 96a by treatment with TFA/CH2Cl2. After complete reaction, the solvent is removed in vacuo and the residue repeatedly concentrated from toluene. The resulting residue was dried under vacuum to a constant weight.

Workup

  1. customAfter complete reaction
  2. customthe solvent is removed in vacuo
  3. concentrationthe residue repeatedly concentrated from toluene
  4. customThe resulting residue was dried under vacuum to a constant weight

Sources & evidence

ORD record
ord-c41b0fef3dda426485d2d628c29b1189
Source dataset
uspto-grants-2008_04
Patent number
US07358273B2

Reaction notes

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