Hydrochloride methanol → HCID 86726638, compound

HRID 1506236Notes

Reaction equation

HRID 1506236 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:19]3[C:20]4[CH:26]=[CH:25][N:24]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32])[C:21]=4[N:22]=[CH:23][C:18]=3[C:17](=[O:35])[NH:16][C:15]2=[O:36])[CH2:10][CH2:9]1)C1C=CC=CC=1.[ClH:37].CO>CO.[C].[Pd]>[ClH:37].[NH:8]1[CH2:9][CH2:10][CH:11]([N:14]2[C:19]3[C:20]4[CH:26]=[CH:25][N:24]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:32])([CH3:34])[CH3:33])[C:21]=4[N:22]=[CH:23][C:18]=3[C:17](=[O:35])[NH:16][C:15]2=[O:36])[CH2:12][CH2:13]1

Participants

5

Reactant 2

HCID 21893726Hydrochloride methanolHCID 86726637HCID 86726637, compound

Product 1

HCID 86726638HCID 86726638, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

1-(1-Benzylpiperidin-4-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[3′,2′:5,6]pyrido[4,3-d]pyrimidine-2,4(3H,7H)-dione (360 mg, 0.712 mmol) and 5% palladium-carbon (100 mg) in a mixture of methanol and 10 wt % hydrogen chloride-methanol solution (0.5 mL) were stirred with at room temperature for 2 hours under a hydrogen atmosphere, then at 40° C. for 5 hours and at room temperature for one day. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give the title compound as a colorless solid (324 mg, quantitative yield).

Workup

  1. waitat 40° C. for 5 hours
  2. waitat room temperature for one day
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-db62c94ca4d541928e392b5a04254cf6
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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