Stannous chloride dihydrate → (2-Amino-4-cyano-5-piperidin-1-yl-phenyl)-carbamic acid tert-butyl ester

HRID 1265575Notes

Reaction equation

HRID 1265575 reaction equation
[C:1]([O:5][C:6](=[O:25])[NH:7][C:8]1[CH:13]=[C:12]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:11]([C:20]#[N:21])=[CH:10][C:9]=1[N+:22]([O-])=O)([CH3:4])([CH3:3])[CH3:2].O.O.Cl[Sn]Cl>>[C:1]([O:5][C:6](=[O:25])[NH:7][C:8]1[CH:13]=[C:12]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:11]([C:20]#[N:21])=[CH:10][C:9]=1[NH2:22])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 69689072(4-Cyano-2-nitro-5-piperidin-1-yl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 69688217(2-Amino-4-cyano-5-piperidin-1-yl-phenyl)-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from (4-cyano-2-nitro-5-piperidin-1-yl-phenyl)-carbamic acid tert-butyl ester (Example C30) (2.08 g, 5.71 mmol) by reduction with SnCl2.2H2O according to the general procedure J (method b). Obtained as an off-white solid (1.67 g, 99%).

Sources & evidence

ORD record
ord-0b958b2df20b455380fd330b0d177d59
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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