Silica → HCID 58625068, compound

HRID 390239Notes

Reaction equation

HRID 390239 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-83fe07d516b046acbf97ae812e994dfa
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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