Chloroacetyl chloride → HCID 86655372, compound

HRID 2190415Notes

Reaction equation

HRID 2190415 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11][C:12]3[CH:13]=[C:14]([NH:20][C:21](=[O:33])[C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([C:31]#[N:32])([CH3:30])[CH3:29])[CH:23]=4)[CH:15]=[CH:16][C:17]=3[O:18][CH3:19])[CH:8]=[CH:7][C:5]=2[N:6]=1.Cl[CH2:35][C:36](Cl)=[O:37].[CH3:39][N:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1>CN(C)C=O>[C:31]([C:28]([C:24]1[CH:23]=[C:22]([CH:27]=[CH:26][CH:25]=1)[C:21]([NH:20][C:14]1[CH:15]=[CH:16][C:17]([O:18][CH3:19])=[C:12]([O:11][C:9]2[CH:8]=[CH:7][C:5]3[N:6]=[C:2]([NH:1][C:36](=[O:37])[CH2:35][N:43]4[CH2:44][CH2:45][N:40]([CH3:39])[CH2:41][CH2:42]4)[S:3][C:4]=3[CH:10]=2)[CH:13]=1)=[O:33])([CH3:30])[CH3:29])#[N:32]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 531671-MethylpiperazineHCID 86655369HCID 86655369, compound

Product 1

HCID 86655372HCID 86655372, compoundYield 40.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using N-{3-[(2-amino-1,3-benzothiazol-6-yl)oxy]-4-methoxyphenyl}-3-(1-cyano-1-methylethyl)benzamide (230 mg, 0.50 mmol) produced in Example A21(iv), chloroacetyl chloride (225 mg, 2.00 mmol), 1-methylpiperazine (200 mg, 2.00 mmol) and N,N-dimethylformamide, and in the same manner as in Example A20, the title compound (120 mg, 40%) was obtained as a pale-yellow powder.

Sources & evidence

ORD record
ord-b0873eddb5a94d77a1db7714db108084
Source dataset
uspto-grants-2012_12
Patent number
US08324395B2

Reaction notes

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