Ethyl acetate hexane → HCID 11662220, compound

HRID 2264576Notes

Reaction equation

HRID 2264576 reaction equation
[F:1][C:2]([F:33])([F:32])[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]=[C:26]([NH2:31])[N:25]=4)[CH:21]=[CH:22][C:13]2=3)=[O:11])[CH:6]=[CH:7][CH:8]=1.CCCCCC.CCOC(C)=O>CO.[Pd]>[F:32][C:2]([F:1])([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]=[CH:28][N:27]=[C:26]([NH2:31])[N:25]=4)[CH:21]=[CH:22][C:13]2=3)=[O:11])[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 21226206Ethyl acetate hexaneHCID 59596367HCID 59596367, compound

Product 1

HCID 11662220HCID 11662220, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Hydrogenation of 0.26 g (0.54 mMol) 7-(2-amino-6-chloro-pyrimidin-4-yloxy)-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylic acid (3-trifluoromethyl-phenyl)-amide in 15 ml methanol in the presence of 70 mg Pd/C (Engelhard 4505), filtration and column chromatography (SiO2; hexane/EtOAc 3:2→2:3) of the filtrate gives the title compound: m.p.: 207° C.; MS: [M+1]+=444/480; Anal.: C,H,N,F.

Sources & evidence

ORD record
ord-43eaf4bd0768420c841c3954c57ed8d8
Source dataset
uspto-grants-2010_12
Patent number
US07855215B2

Reaction notes

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