HCID 59596383, compound → HCID 59596351, compound

HRID 2264580Notes

Reaction equation

HRID 2264580 reaction equation
[F:1][C:2]([F:34])([F:33])[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]([N:30]=[N+]=[N-])[N:27]=[CH:26][N:25]=4)[CH:21]=[CH:22][C:13]2=3)=[O:11])[CH:6]=[CH:7][CH:8]=1>C1COCC1.[Pd]>[F:33][C:2]([F:1])([F:34])[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]([NH2:30])[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 1

HCID 59596383HCID 59596383, compound

Product 1

HCID 59596351HCID 59596351, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

0.65 mMol of 7-(6-azido-pyrimidin-4-yloxy)-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylic acid (3-trifluoromethyl-phenyl)-amide in 5 ml THF are hydrogenated in the presence of 0.1 g Pd/C (10% Engelhard 4505). Filtration and chromatography (Combi Flash; hexane/EtOAc 19:1→11:9→1:3) of the concentrated filtrate gives the title compound: MS: [M+1]+=444; HPLC: AtRet=10.6; Anal.: C,H,N,F.

Workup

  1. filtrationFiltration and chromatography (Combi Flash; hexane/EtOAc 19:1→11:9→1:3) of the concentrated filtrate

Sources & evidence

ORD record
ord-239f7c0b2a604ce1a95b98c82672af1a
Source dataset
uspto-grants-2010_12
Patent number
US07855215B2

Reaction notes

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