N-(5-methyl-7-oxo-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide → N-[6-(6-Fluoro-pyridine-3-carbonyl)-5-methyl-7-oxo-4,5,6,7-tetrahydro-benzothiazol-2-yl]-acetamide

HRID 595092Notes

Reaction equation

HRID 595092 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](Cl)=[O:9])=[CH:4][N:3]=1.[CH3:11][CH:12]1[CH2:24][C:16]2[N:17]=[C:18]([NH:20][C:21](=[O:23])[CH3:22])[S:19][C:15]=2[C:14](=[O:25])[CH2:13]1>>[F:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([CH:13]2[CH:12]([CH3:11])[CH2:24][C:16]3[N:17]=[C:18]([NH:20][C:21](=[O:23])[CH3:22])[S:19][C:15]=3[C:14]2=[O:25])=[O:9])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 4644134N-(5-methyl-7-oxo-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamideHCID 146236022-Fluoropyridine-5-carbonyl chloride

Product 1

HCID 86664611N-[6-(6-Fluoro-pyridine-3-carbonyl)-5-methyl-7-oxo-4,5,6,7-tetrahydro-benzothiazol-2-yl]-acetamide

Procedure

A-16 is prepared via general procedure A1 starting from 2-fluoropyridine-5-carbonyl chloride (4.27 g, 26.8 mmol) and N-(5-methyl-7-oxo-4,5,6,7-tetrahydro-benzothiazol-2-yl)-acetamide (A-06) (5.00 g, 22.3 mmol). Yield: 6.20 g. HPLC-MS: tR=0.93 min, (M+H)+=348.

Workup

  1. customA-16 is prepared via general procedure A1

Sources & evidence

ORD record
ord-ce22978455694a388985840d13c040c6
Source dataset
uspto-grants-2016_01
Patent number
US09243000B2

Reaction notes

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