Ethanol → HCID 11681151, compound

HRID 1432135Notes

Reaction equation

HRID 1432135 reaction equation
[CH3:1][N:2]1[CH:7]2[CH2:8][CH2:9][CH:3]1[CH2:4][N:5]([C:10]([C:12]1[O:13][C:14]([C:17]3[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=3)=[CH:15][CH:16]=1)=[O:11])[CH2:6]2.C(O)C>[Pd].O1CCCC1>[NH2:23][C:20]1[CH:21]=[CH:22][C:17]([C:14]2[O:13][C:12]([C:10]([N:5]3[CH2:6][CH:7]4[N:2]([CH3:1])[CH:3]([CH2:9][CH2:8]4)[CH2:4]3)=[O:11])=[CH:16][CH:15]=2)=[CH:18][CH:19]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 11522967HCID 11522967, compound

Product 1

HCID 11681151HCID 11681151, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of (8-methyl-3,8-diaza-bicyclo[3.2.1]oct-3-yl)-[5-(4-nitro-phenyl)-furan-2-yl]-methanone free base, palladium on carbon (5%, 0.60 g), ethanol (20 ml) and tetrahydrofuran (20 ml) was stirred under hydrogen (530 ml). The crude mixture was purified by chromatography on silica gel with dichloromethane, 10% methanol and 1% aqueous ammonia as solvent gave the title compound as a solid. Mp. 189.7-191.3° C. Yield 1.68 (65%).

Workup

  1. customThe crude mixture was purified by chromatography on silica gel with dichloromethane, 10% methanol and 1% aqueous ammonia as solvent

Sources & evidence

ORD record
ord-939ed99a675d4460beb96556287171a6
Source dataset
uspto-grants-2009_11
Patent number
US07612074B2

Reaction notes

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