Tetrahydrofuran → HCID 23468481, compound

HRID 1389430Notes

Reaction equation

HRID 1389430 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([N:15]4[CH2:19][CH2:18][CH2:17][CH2:16]4)=[C:10]3[CH2:9][N+:8]([O-])=[C:7]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[C:6]=2[CH:28]=1.O1CCCC1>[Ni].C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([N:15]4[CH2:19][CH2:18][CH2:17][CH2:16]4)=[C:10]3[CH2:9][N:8]=[C:7]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[C:6]=2[CH:28]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 23468485HCID 23468485, compound

Product 1

HCID 23468481HCID 23468481, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1 g of 8-chloro-6-(2-fluorophenyl)-3-pyrolidinyl-4H-imidazo[1,5-a][1,4]benzodiazepine 5-oxide, 5 g of Raney nickel, 25 ml of tetrahydrofuran and 25 ml of ethanol was hydrogenated at atmospheric pressure for 15 hours. The catalyst was removed by filtration over Celite and the filtrate was evaporated. The residue was passed over silica gel using 5% (v/v) of ethanol in methylene chloride. Crystallization from ether/hexane gave end product as yellowish crystals with mp 114°-118° C.

Workup

  1. customThe catalyst was removed by filtration over Celite
  2. customthe filtrate was evaporated
  3. customCrystallization from ether/hexane
  4. customgave end product as yellowish crystals with mp 114°-118° C.

Sources & evidence

ORD record
ord-3e28e233143642979bef5c34d25c93e6
Source dataset
uspto-grants-1981_01
Patent number
US04244868

Reaction notes

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