Stannous chloride dihydrate → 6-[(3-Ethyl-1,2-benzisoxazol-4-yl)oxy]-3-pyridinamine

HRID 527528Notes

Reaction equation

[CH2:1]([C:3]1[C:7]2[C:8]([O:12][C:13]3[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][N:14]=3)=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][N:4]=1)[CH3:2].O.O.[Sn](Cl)Cl>C(O)C>[CH2:1]([C:3]1[C:7]2[C:8]([O:12][C:13]3[N:14]=[CH:15][C:16]([NH2:19])=[CH:17][CH:18]=3)=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][N:4]=1)[CH3:2]

Participants

Conditions

Temperature: 80 °C

Procedure

3-ethyl-4-[(5-nitro-2-pyridinyl)oxy]-1,2-benzisoxazole (Intermediate 32, 9 mg) was dissolved in 3.0 ml of ethanol. Then tin(II) chloride dihydrate (21.4 mg, 0.095 mmol) was added and the reaction mixture was stirred at 80° C. for 3 hours. After quenching with water and extraction with ethyl acetate, the organic phase was dried over sodium sulphate, filtered and evaporated to afford the title compound.

Workup

customAfter quenching with water and extraction with ethyl acetate
dry with materialthe organic phase was dried over sodium sulphate
filtrationfiltered
customevaporated

Sources & evidence

ORD record: ord-c13be8d01eee4b52a91eb1aa757d30bb
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09346790B2

Reaction notes

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