Acetyl chloride → HCID 21963315, compound

HRID 2211885Notes

Reaction equation

[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:19]=3[NH2:25])[CH2:12][CH2:11]2)=[N:2]1.[C:26](Cl)(=[O:28])[CH3:27]>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:19]=3[NH:25][C:26](=[O:28])[CH3:27])[CH2:12][CH2:11]2)=[N:2]1

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 21963380HCID 21963380, compound

Product 1

HCID 21963315HCID 21963315, compoundYield 63%

Procedure

Starting from 2-[2-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-6-methyl-phenylamine (65 mg, 0.185 mmol) and acetyl chloride (14 μL, 0.194 mmol) and following the procedure as outlined in Example 1, 46 mg of N-{2-[2-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-6-methyl-phenyl}-acetamide was isolated as a pink foam in 100% purity @ 254 nm; LCMS (APCI): 395 [M+H]+.

Sources & evidence

ORD record: ord-10e249a15f7846b6baa495b2de0aa88c
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07101886B2

Reaction notes

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