2-Aminothiazole → HCID 57788025, compound

HRID 249947Notes

Reaction equation

HRID 249947 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([S:19]([CH2:27][CH3:28])(=[N:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[O:20])[CH:14]=2)=[CH:5][C:4]=1[N:29]=[CH:30]N(C)C)#[N:2].[NH2:34][C:35]1[S:36][CH:37]=[CH:38][N:39]=1.ClCCl.CO>CO>[CH2:25]([O:24][C:22]([N:21]=[S:19]([CH2:27][CH3:28])([C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([CH2:12][O:11][C:6]2[CH:5]=[C:4]3[C:3]([C:1]([NH:34][C:35]4[S:36][CH:37]=[CH:38][N:39]=4)=[N:2][CH:30]=[N:29]3)=[CH:8][C:7]=2[O:9][CH3:10])[CH:14]=1)=[O:20])=[O:23])[CH3:26]

Participants

5

Reactant 3

HCID 21552-AminothiazoleHCID 21226129Dichloromethane methanolHCID 57787972HCID 57787972, compound

Product 1

HCID 57788025HCID 57788025, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

According to GWP 5, the reaction of N′-(2-cyano-5-{3-[(RS)-N-(ethoxycarbonyl)-S-ethylsulphonimidoyl]benzyloxy}-4-methoxyphenyl)-N,N-dimethylformimidamide (50 mg, 0.11 mmol) with 2-aminothiazole (12.8 mg, 0.13 mmol) and chromatographic purification (silica gel, dichloromethane/methanol: 0→30% methanol) gives the desired product in 72% yield (40 mg).

Sources & evidence

ORD record
ord-d25d011f3316497385e6d37f73538dd3
Source dataset
uspto-grants-2011_01
Patent number
US07863283B2

Reaction notes

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