HCID 15030135, compound → HCID 15030120, compound

HRID 1196185Notes

Reaction equation

HRID 1196185 reaction equation
[N:1]1([CH2:7][CH:8]2[N:13]3[C:14]([CH3:27])=[C:15](SC4C=CC=CC=4)[C:16]4[CH:17]=[CH:18][CH:19]=[C:11]([C:12]=43)[O:10][CH2:9]2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>C(O)C.[Ni]>[N:1]1([CH2:7][CH:8]2[N:13]3[C:14]([CH3:27])=[CH:15][C:16]4[CH:17]=[CH:18][CH:19]=[C:11]([C:12]=43)[O:10][CH2:9]2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 15030135HCID 15030135, compound

Product 1

HCID 15030120HCID 15030120, compoundYield 90.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

Similarly 7.9 g of (+)-3-(4-morpholinylmethyl)-5-methyl-6-phenylthio-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine in 300 ml of ethanol was reduced with three teaspoons of Raney nickel to give 5.1 g of (+)-3-(4-morpholinylmethyl)-5-methyl-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine, [α]D25 =+64.8°.

Sources & evidence

ORD record
ord-042420e64d4f4a1fb05adcbb98911fe2
Source dataset
uspto-grants-1992_05
Patent number
US05112820

Reaction notes

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