Trifluoroacetic acid → HCID 70025544, compound

HRID 1264311Notes

Reaction equation

HRID 1264311 reaction equation
C(OC([NH:8][CH2:9][C:10]1[CH:15]=[C:14]([C:16]2[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=2)[CH:13]=[CH:12][N:11]=1)=O)(C)(C)C.[C:26]([OH:32])([C:28]([F:31])([F:30])[F:29])=[O:27]>C(Cl)Cl>[F:29][C:28]([F:31])([F:30])[C:26]([OH:32])=[O:27].[CH3:23][O:22][C:20](=[O:21])[C:19]1[CH:18]=[CH:17][C:16]([C:14]2[CH:13]=[CH:12][N:11]=[C:10]([CH2:9][NH2:8])[CH:15]=2)=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18617752HCID 18617752, compound

Product 1

HCID 70025544HCID 70025544, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-[2-(tert-butoxycarbonylamino-methyl)-pyridin-4-yl]-benzoic acid methyl ester (1.96 g, 5.72 mmol, reference example 56) in CH2Cl2 (19 ml) was added TFA (6 ml). The reaction solution was stirred 3 hrs then concentrated under reduced pressure. The residue was purified by trituration with ether. The solids were collected by filtration, washed with ether and dried under vacuum to give 1.68 g of product. MS (EI) m/z 243 (M+H)+.

Workup

  1. concentrationthen concentrated under reduced pressure
  2. customThe residue was purified by trituration with ether
  3. filtrationThe solids were collected by filtration
  4. washwashed with ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-11dc11312b9140998402e2326ccf34cc
Source dataset
uspto-grants-2003_04
Patent number
US06541505B1

Reaction notes

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