3-Methyl-2-butenoyl chloride → HCID 86594325, compound

HRID 2211870Notes

Reaction equation

HRID 2211870 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]=[C:22]([O:24][CH3:25])[C:21]([O:26][CH3:27])=[CH:20][C:19]=3[NH2:28])[CH2:12][CH2:11]2)=[N:2]1.[CH3:29][C:30]([CH3:35])=[CH:31][C:32](Cl)=[O:33]>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][C:18]3[CH:23]=[C:22]([O:24][CH3:25])[C:21]([O:26][CH3:27])=[CH:20][C:19]=3[NH:28][C:32](=[O:33])[CH:31]=[C:30]([CH3:35])[CH3:29])[CH2:14][CH2:15]2)=[N:2]1

Participants

3

Reactant 2

HCID 1023943-Methyl-2-butenoyl chlorideHCID 21963377HCID 21963377, compound

Product 1

HCID 86594325HCID 86594325, compoundYield 68.2%

Procedure

Starting from 2-[2-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-4,5-dimethoxy phenylamine (300 mg, 0.75 mmol) and 3,3 dimethyl acryloyl chloride (87.7 μL, 0.79 mmol) and following the procedure as outlined in Example 1, 246 mg of 3-methyl-but-2-enoic acid {2-[2-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-4,5-dimethoxy-phenyl}-amide was isolated as a white foam in 100% purity @ 254 nm; LCMS (APCI): 481 [M+H]+; mp 58° C.

Sources & evidence

ORD record
ord-cf956eb9993540c9a4114e0ca4aa9b39
Source dataset
uspto-grants-2006_09
Patent number
US07101886B2

Reaction notes

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