HCID 11978197, compound → HCID 11978198, compound

HRID 132256Notes

Reaction equation

HRID 132256 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]2[CH2:18][CH:17]([NH:19][C:20]([N:22]3[CH2:27][CH2:26][CH:25]([N:28]4[CH2:37][C:36]5[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=5)[NH:30][C:29]4=[O:38])[CH2:24][CH2:23]3)=[O:21])[C:16](=[O:39])[N:15]([CH3:40])[CH2:14][C:13]=2[CH:41]=1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]2[CH2:18][CH:17]([NH:19][C:20]([N:22]3[CH2:27][CH2:26][CH:25]([N:28]4[CH2:37][C:36]5[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=5)[NH:30][C:29]4=[O:38])[CH2:24][CH2:23]3)=[O:21])[C:16](=[O:39])[N:15]([CH3:40])[CH2:14][C:13]=2[CH:41]=1

Participants

5

Reactant 2

HCID 11978197HCID 11978197, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 11978198HCID 11978198, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of 4-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-piperidine-1-carboxylic acid (8-benzyloxy-2-methyl-3-oxo-2,3,4,5-tetrahydro-1H-benzo[c]azepin-4-yl)-amide (187 mg, 0.34 mmol) in methanol (30 mL) followed by 10% palladium on carbon (30 mg) under nitrogen. The reaction mixture was brought to 1 atmosphere of hydrogen and stirred for 12 h. The catalyst was filtered and the solvent was evaporated to give 4-(2-Oxo-1,4-dihydro-2H-quinazolin-3-yl)-piperidine-1-carboxylic acid (8-hydroxy-2-methyl-3-oxo-2,3,4,5-tetrahydro-1H-benzo[c]azepin-4-yl)-amide in quantitative yield.

Workup

  1. filtrationThe catalyst was filtered
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-c75411e54997468f8cd1de745e4224bf
Source dataset
uspto-grants-2008_06
Patent number
US07384930B2

Reaction notes

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