2,6-Difluoro-3-hydroxybenzamide → 3-[(4-Ethyl-1,3-benzothiazol-2-yl)methoxy]-2,6-difluorobenzenecarboxamide

HRID 415615Notes

Reaction equation

HRID 415615 reaction equation
[F:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([F:9])[C:3]=1[C:10]([NH2:12])=[O:11].Cl[CH2:14][C:15]1[S:16][C:17]2[CH:23]=[CH:22][CH:21]=[C:20]([CH2:24][CH3:25])[C:18]=2[N:19]=1>>[CH2:24]([C:20]1[C:18]2[N:19]=[C:15]([CH2:14][O:8][C:7]3[C:2]([F:1])=[C:3]([C:10]([NH2:12])=[O:11])[C:4]([F:9])=[CH:5][CH:6]=3)[S:16][C:17]=2[CH:23]=[CH:22][CH:21]=1)[CH3:25]

Participants

3

Reactant 2

HCID 451201362,6-Difluoro-3-hydroxybenzamideHCID 534409472-(Chloromethyl)-4-ethyl-1,3-benzothiazole

Product 1

HCID 594026803-[(4-Ethyl-1,3-benzothiazol-2-yl)methoxy]-2,6-difluorobenzenecarboxamideYield 17%

Procedure

Synthesised from 2,6-difluoro-3-hydroxybenzenecarboxamide and 2-(chloromethyl)-4-ethyl-1,3-benzothiazole according to Method B, scheme 2. Yield 17%, mp 184-186° C., HPLC-MS (method 1): m/z 349 [M+H]+, Rt=4.16 min.

Sources & evidence

ORD record
ord-1c991b926e8a420a9727860e6b2fc143
Source dataset
uspto-grants-2012_01
Patent number
US08088791B2

Reaction notes

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