N-(2-acetyl-5-methoxyphenyl)-4-Isopropyl-2-Thiazolecarboxamide → N-(6-acetyl-2-chloro-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamide

HRID 530716Notes

Reaction equation

HRID 530716 reaction equation
NC1C=C([Cl:8])C(OC)=CC=1C(=O)C.C(C1N=C(C(Cl)=O)SC=1)(C)C.[C:25]([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][C:29]=1[NH:36][C:37]([C:39]1[S:40][CH:41]=[C:42]([CH:44]([CH3:46])[CH3:45])[N:43]=1)=[O:38])(=[O:27])[CH3:26]>>[C:25]([C:28]1[C:29]([NH:36][C:37]([C:39]2[S:40][CH:41]=[C:42]([CH:44]([CH3:46])[CH3:45])[N:43]=2)=[O:38])=[C:30]([Cl:8])[C:31]([O:34][CH3:35])=[CH:32][CH:33]=1)(=[O:27])[CH3:26]

Participants

4

Reactant 3

HCID 20773655N-(2-acetyl-5-methoxyphenyl)-4-Isopropyl-2-ThiazolecarboxamideHCID 575787964-(Propan-2-yl)-1,3-thiazole-2-carbonyl chlorideHCID 666504821-(2-Amino-4-chloro-5-methoxyphenyl)ethanone

Product 1

HCID 56605150N-(6-acetyl-2-chloro-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamideYield 69%

Procedure

Compound 217d was synthesized from compounds 201g and 214 as a beige solid in 69% yield, according to the procedure as described for compound 217a. MS (ESI, EI+): m/z=354 (MH+).

Sources & evidence

ORD record
ord-000f7ddcc6524833a1e56e050041376a
Source dataset
uspto-grants-2016_05
Patent number
US09353100B2

Reaction notes

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