Silica → HCID 58625068, compound

HRID 1968812Notes

Reaction equation

HRID 1968812 reaction equation
[C:1]([O:5][C:6](=[O:39])[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]([NH:28]C(OCC4C=CC=CC=4)=O)[CH:23]=3)[CH:14]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].O=[Si]=O>CO.[Pd]>[C:1]([O:5][C:6](=[O:39])[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]([NH2:28])[CH:23]=3)[CH:14]=2)[N:9]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 24261SilicaHCID 58625095[6-(3-Benzyloxycarbonylamino-phenoxy)-3-propyl-3,4-dihydro-quinazolin-2-yl]-carbamic acid tert-butyl ester

Product 1

HCID 58625068HCID 58625068, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of [6-(3-benzyloxycarbonylamino-phenoxy)-3-propyl-3,4-dihydro-quinazolin-2-yl]-carbamic acid tert-butyl ester (0.008 mol) in methanol (150 mL) was hydrogenated with 10% Pd/C (1 g) as a catalyst. After uptake of H2 gas (1 equiv.), the reaction mixture was filtered over Dicalite and the filtrate was evaporated. The residue was stirred in diisopropyl ether and the resulting precipitate was filtered off and dried to yield the title compound as a solid.

Workup

  1. customthe filtrate was evaporated
  2. filtrationthe resulting precipitate was filtered off
  3. customdried

Sources & evidence

ORD record
ord-7e67927c2ce54e77aea77357bdb7d773
Source dataset
uspto-grants-2013_04
Patent number
US08426429B2

Reaction notes

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