Hydrochloride methanol → HCID 118588249, compound

HRID 1506260Notes

Reaction equation

HRID 1506260 reaction equation
C([N:8]1[CH2:13][CH2:12][C@@H:11]([CH3:14])[C@@H:10]([N:15]2[C:24]3[C:19](=[CH:20][N:21]=[C:22]4[NH:27][CH:26]=[CH:25][C:23]4=3)[C:18](=[O:28])[CH:17]=[CH:16]2)[CH2:9]1)C1C=CC=CC=1.[ClH:29].CO>CO.[C].[Pd]>[ClH:29].[CH3:14][C@@H:11]1[CH2:12][CH2:13][NH:8][CH2:9][C@@H:10]1[N:15]1[C:24]2[C:19](=[CH:20][N:21]=[C:22]3[NH:27][CH:26]=[CH:25][C:23]3=2)[C:18](=[O:28])[CH:17]=[CH:16]1

Participants

5

Reactant 2

HCID 21893726Hydrochloride methanolHCID 71258433HCID 71258433, compound

Product 1

HCID 118588249HCID 118588249, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

rac-1-[(3R,4R)-1-Benzyl-4-methylpiperidin-3-yl]-1H-pyrrolo[2,3-h][1,6]naphthyridin-4(7H)-one (16 mg, 0.043 mmol) and 5% palladium-carbon (15 mg) in methanol (2 mL) was stirred with hydrogen chloride-methanol solution (10 wt %, 20 μL) at 40° C. for 2 hours under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give the title compound as a pale yellow solid (15 mg, quantitative yield).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-218197b7510f4d5d9ee42d0a64bced9a
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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