Ammonia → HCID 58625148, compound

HRID 1968795Notes

Reaction equation

HRID 1968795 reaction equation
[C:1]([O:5][C:6](=[O:30])[NH:7][C:8]1[N:17]([CH2:18][CH2:19][CH3:20])[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]#[N:29])[CH:23]=3)[CH:14]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].N.O=[Si]=O>CO.[Ni]>[C:1]([O:5][C:6](=[O:30])[NH:7][C:8]1[N:17]([CH2:18][CH2:19][CH3:20])[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][NH2:29])[CH:23]=3)[CH:14]=2)[N:9]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 24261SilicaHCID 58625084[6-(3-Cyano-phenoxy)-3-propyl-3,4-dihydro-quinazolin-2-yl]-carbamic acid tert-butyl ester

Product 1

HCID 58625148HCID 58625148, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of [6-(3-cyano-phenoxy)-3-propyl-3,4-dihydro-quinazolin-2-yl]-carbamic acid tert-butyl ester (0.0197 mol) in a solution of ammonia in methanol (250 mL) was hydrogenated at 14° C. with Raney nickel (1 g) as a catalyst. After uptake of H2 gas (2 equiv.), the reaction mixture was filtered over Dicalite and the filtrate was evaporated to yield the title compound as a residue.

Workup

  1. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-184ae1fb049d423480370c55136f5ce3
Source dataset
uspto-grants-2013_04
Patent number
US08426429B2

Reaction notes

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