HCID 71258234, compound → HCID 71258513, compound

HRID 1506262Notes

Reaction equation

HRID 1506262 reaction equation
C([N:8]1[CH2:13][CH2:12][C@@H:11]([CH3:14])[C@@H:10]([N:15]2[C:20]3[C:21]4[CH:27]=[CH:26][NH:25][C:22]=4[N:23]=[CH:24][C:19]=3[CH2:18][O:17][CH2:16]2)[CH2:9]1)C1C=CC=CC=1>C(O)C.Cl.[C].[Pd]>[CH3:14][C@@H:11]1[CH2:12][CH2:13][NH:8][CH2:9][C@@H:10]1[N:15]1[C:20]2[C:21]3[CH:27]=[CH:26][NH:25][C:22]=3[N:23]=[CH:24][C:19]=2[CH2:18][O:17][CH2:16]1

Participants

5

Reactant 1

HCID 71258234HCID 71258234, compound

Product 1

HCID 71258513HCID 71258513, compoundYield 100.2%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

rac-1-[(3R,4R)-1-Benzyl-4-methylpiperidin-3-yl]-1,2,4,7-tetrahydropyrrolo[3′,2′:5,6]pyrido[4,3-d][1,3]oxazine (28.2 mg, 0.0777 mmol) in ethanol was stirred with 5% palladium-carbon (30 mg) and concentrated hydrochloric acid (2 drops) at 50° C. for 2 hours under a hydrogen atmosphere. The reaction mixture was allowed to cool to room temperature and filtered, and the filtrate was concentrated under reduced pressure to give the title compound (21.2 mg, yield 100%).

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-99a3e88a5a2849d986d5f61116a4f5ed
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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