Trifluoroacetic acid → 4-[2-(Pyrimidin-2-ylamino)ethyloxy]benzoyl-2(S)-benzyloxycarbonyl-amino-beta-alanine

HRID 583697Notes

Reaction equation

HRID 583697 reaction equation
C([O:5][C:6](=[O:39])[C@H:7]([C:29]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30])[CH2:8][N:9]([C:11](=[O:28])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][NH:21][C:22]2[N:27]=[CH:26][CH:25]=[CH:24][N:23]=2)=[CH:14][CH:13]=1)[NH2:10])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[N:23]1[CH:24]=[CH:25][CH:26]=[N:27][C:22]=1[NH:21][CH2:20][CH2:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([C:11]([N:9]([NH2:10])[CH2:8][C@H:7]([C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:30])[C:6]([OH:39])=[O:5])=[O:28])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86752454HCID 86752454, compound

Product 1

HCID 867524534-[2-(Pyrimidin-2-ylamino)ethyloxy]benzoyl-2(S)-benzyloxycarbonyl-amino-beta-alanine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 25-1 (840 mg, 1.6 mmol) and CH2Cl2 (10 ml) at ambient temperature was treated with TFA (10 ml). After stirring for 4.0 h, the reaction mixture was concentrated and the residual TFA removed azeotropically with toluene. Trituration of the resulting waxy solid with ether provided 25-2 as a white solid.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customthe residual TFA removed azeotropically with toluene

Sources & evidence

ORD record
ord-80066096a3bb4c9f96febc334fe8bfc4
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

Loading…