Pyridine → HCID 86584943, compound

HRID 1060303Notes

Reaction equation

HRID 1060303 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH:12][C:13]([C:15]3[S:16][C:17]([CH3:20])=[CH:18][CH:19]=3)=[O:14])[S:11][C:7]=2[C:6]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[CH:5][CH:4]=1.[C:27](Cl)(=[O:29])[CH3:28].N1C=CC=CC=1>CN(C=O)C>[C:27]([N:24]1[CH2:23][CH2:22][N:21]([C:6]2[C:7]3[S:11][C:10]([NH:12][C:13]([C:15]4[S:16][C:17]([CH3:20])=[CH:18][CH:19]=4)=[O:14])=[N:9][C:8]=3[C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH2:26][CH2:25]1)(=[O:29])[CH3:28]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 865849425-Methyl-thiophene-2-carboxylic acid (4-methoxy-7-piperazin-1-yl-benzothiazol-2-yl)-amide

Product 1

HCID 86584943HCID 86584943, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-Methyl-thiophene-2-carboxylic acid (4-methoxy-7-piperazin-1-yl-benzothiazol-2-yl)-amide (100 mg, 0.26 mmol) were suspended in DMF (2 ml) and treated with acetyl chloride (22 μl, 0.30 mmol) and pyridine (27 μl, 0.34 mmol) and the mixture stirred for 5 h at ambient temperature. Workup and purification as described in the general procedure C afforded the product as a white solid (55%), MS: m/e=43 1(M+H+).

Workup

  1. customWorkup and purification

Sources & evidence

ORD record
ord-70cfc9f8cd144cdebabfa785584e47d2
Source dataset
uspto-grants-2003_02
Patent number
US06521754B2

Reaction notes

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