2-Pyrazinecarboxylic acid → N-(4-benzyloxy-3-fluorophenyl)pyrazinecarboxamide

HRID 13324Notes

Reaction equation

HRID 13324 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([OH:9])=O.Cl.CN(C)CCCN=C=NCC.[CH2:22]([O:29][C:30]1[CH:36]=[CH:35][C:33]([NH2:34])=[CH:32][C:31]=1[F:37])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>N1C=CC=CC=1>[CH2:22]([O:29][C:30]1[CH:36]=[CH:35][C:33]([NH:34][C:7]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][N:1]=2)=[O:9])=[CH:32][C:31]=1[F:37])[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 10472-Pyrazinecarboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 219518923-Fluoro-4-phenylmethoxyaniline

Product 1

HCID 23145734N-(4-benzyloxy-3-fluorophenyl)pyrazinecarboxamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.59 g of pyrazine-2-carboxylic acid and 4.73 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide monohydrochloride were added to a pyridine (60 ml) solution of 4.13 g of 4-benzyloxy-3-fluoroaniline, and the reaction liquid was stirred overnight at room temperature. Pyridine was evaporated away under reduced pressure, and then water was added to it. The resulting deposit was taken out through filtration to obtain the entitled compound as a brown solid.

Workup

  1. customthe reaction liquid
  2. customPyridine was evaporated away under reduced pressure
  3. additionwater was added to it
  4. filtrationThe resulting deposit was taken out through filtration

Sources & evidence

ORD record
ord-4f8f248a00a74e1a95b45c2060380d81
Source dataset
uspto-grants-2010_06
Patent number
US07728025B2

Reaction notes

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