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

HRID 1061963Notes

Reaction equation

HRID 1061963 reaction equation
[C:1]([O:5][C:6](=[O:24])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]2[S:17][CH:18]=[CH:19][N:20]=2)=[CH:10][C:9]=1[N+:21]([O-])=O)([CH3:4])([CH3:3])[CH3:2].O.O.Cl[Sn]Cl>>[C:1]([O:5][C:6](=[O:24])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]2[S:17][CH:18]=[CH:19][N:20]=2)=[CH:10][C:9]=1[NH2:21])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 69592841(2-Nitro-4-thiazol-2-ylethynyl-phenyl)-carbamic acid tert.-butyl ester

Product 1

HCID 69592761(2-Amino-4-thiazol-2-ylethynyl-phenyl)-carbamic acid tert.-butyl esterYield 58%

Procedure

Prepared from (2-nitro-4-thiazol-2-ylethynyl-phenyl)-carbamic acid tert.-butyl ester (Example F7) (205 mg, 0.59 mmol) by reduction with SnCl2.2H2O (668 mg, 2.95 mmol) according to the general procedure G (method b). Obtained as a yellow solid (108 mg).

Sources & evidence

ORD record
ord-21d93f3a27204e13a2b131a7adffc68f
Source dataset
uspto-grants-2005_11
Patent number
US06960578B2

Reaction notes

Loading…