Stannous chloride dihydrate → (2-Amino-4-phenylethynyl-phenyl)-carbamic acid tert-butyl ester

HRID 859299Notes

Reaction equation

HRID 859299 reaction equation
[C:1]([O:5][C:6](=[O:25])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[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]=[CH:12][C:11]([C:14]#[C:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:10][C:9]=1[NH2:22])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 69592872HCID 69592872, compound

Product 1

HCID 11404065(2-Amino-4-phenylethynyl-phenyl)-carbamic acid tert-butyl esterYield 64.6%

Procedure

Prepared from (2-nitro-4-phenylethynyl-phenyl)-carbamic acid tert.-butyl ester (Example F3) (403 mg, 1.19 mmol) by reduction with SnCl2.2H2O (1.34 g, 5.96 mmol) according to the general procedure G (method b). Obtained as an orange solid (237 mg).

Sources & evidence

ORD record
ord-578c65f5c28844a9847d5f1ee68011e7
Source dataset
uspto-grants-2006_12
Patent number
US07151098B2

Reaction notes

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