Methylamine → HCID 59596371, compound

HRID 2264578Notes

Reaction equation

HRID 2264578 reaction equation
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([N:12]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]3[CH:19]=[C:20]([O:23][C:24]4[CH:29]=[C:28](Cl)[N:27]=[CH:26][N:25]=4)[CH:21]=[CH:22][C:13]2=3)=[O:11])[CH:6]=[CH:7][CH:8]=1.[CH3:33][NH2:34]>C1COCC1>[F:1][C:2]([F:32])([F:31])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([N:12]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]3[CH:19]=[C:20]([O:23][C:24]4[CH:29]=[C:28]([NH:34][CH3:33])[N:27]=[CH:26][N:25]=4)[CH:21]=[CH:22][C:13]2=3)=[O:11])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 11503607HCID 11503607, compound

Product 1

HCID 59596371HCID 59596371, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.23 g (0.50 mMol) of 7-(6-chloro-pyrimidin-4-yloxy)-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylic acid (3-trifluoromethyl-phenyl)-amide in 5 ml THF and 2 ml MeNH2 (2 M in THF) is kept at rt in a sealed vessel for 15 h. Then SiO2 is added and the mixture concentrated in vacuo. The resulting powder is put on top of a chromatography column (SiO2; hexane/EtOAc 95:5) and the title compound eluated with hexane/EtOAc 95:5→75:25→2:8: MS: [M+1]+=458; Anal.: C,H,N,F.

Workup

  1. additionThen SiO2 is added
  2. concentrationthe mixture concentrated in vacuo

Sources & evidence

ORD record
ord-73c41d56260941f195ce75605c134d69
Source dataset
uspto-grants-2010_12
Patent number
US07855215B2

Reaction notes

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