2-Thiopheneacetyl chloride → HCID 21963249, compound

HRID 2211888Notes

Reaction equation

HRID 2211888 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][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[NH2:25])[CH2:12][CH2:11]2)=[N:2]1.[S:26]1[CH:30]=[CH:29][CH:28]=[C:27]1[CH2:31][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[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[NH:25][C:32](=[O:33])[CH2:31][C:27]3[S:26][CH:30]=[CH:29][CH:28]=3)[CH2:12][CH2:11]2)=[N:2]1

Participants

3

Reactant 2

HCID 1623622-Thiopheneacetyl chlorideHCID 21963416HCID 21963416, compound

Product 1

HCID 21963249HCID 21963249, compound

Procedure

N-{2-[3-(4-1,2-Benzoisothiazol-3-yl-piperazin-1-yl)-propyl]-phenyl}-2-thiophen-2-yl-acetamide was prepared according to the procedure outlined in Example 1, starting with 2-[3-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenylamine (200 mg) and 2-thiopheneacetyl chloride (0.069 mL). The resultant white solid was purified using an ISCO autocolumn eluting with 80% ethyl acetate in hexanes. N-{2-[3-(4,1,2-Benzoisothiazol-3-yl-piperazin-1-yl)-propyl]-phenyl}-2-(4-chloro-phenyl)-acetamide was isolated in 100% purity @ 254 nm; LCMS (APCI): 477 [M+H]+.

Workup

  1. customThe resultant white solid was purified
  2. washeluting with 80% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-9396fc093aa742c0828f7d7800812bdf
Source dataset
uspto-grants-2006_09
Patent number
US07101886B2

Reaction notes

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