Cyclopropanecarboxaldehyde → HCID 14856377, compound

Reaction equation

[O:1]1[C:9]2[CH:10]=[CH:11][C:12]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:13][C:8]=2[O:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH:19]1([CH:22]=O)[CH2:21][CH2:20]1.[BH3-]C#N.[Na+]>>[CH:19]1([CH2:22][N:4]2[CH2:3][CH2:2][O:1][C:9]3[CH:10]=[CH:11][C:12]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:13][C:8]=3[O:7][CH2:6][CH2:5]2)[CH2:21][CH2:20]1

Participants

Reactant 3

HCID 123114Cyclopropanecarboxaldehyde

HCID 5003444Sodium cyanoborohydride

HCID 14856361HCID 14856361, compound

Product 1

HCID 14856377HCID 14856377, compound

Procedure

In a manner similar to example 4, react N-(3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonin-9-yl)methanesulfonamide with cyclopropanecarboxaldehyde and NaBH3CN to obtain the title compound.

Sources & evidence

ORD record: ord-a66aec4b01db44c4b2359e30599e2b7b
Source dataset: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04966967

Reaction notes

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