Oxalate → 6-Acetyl-3-(2-(4-(6-chlorobenzothiazol-2-yl)piperazin-1-yl)ethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridine

HRID 2294852

Reaction equation

HRID 2294852 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][C:7]2[C:10]([CH2:14][CH2:15]Cl)=[C:11]([CH3:13])[S:12][C:6]=2[CH2:5]1)(=[O:3])[CH3:2].[Cl:17][C:18]1[CH:32]=[CH:31][C:21]2[N:22]=[C:23]([N:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)[S:24][C:20]=2[CH:19]=1.C([O-])(=O)C([O-])=O>>[C:1]([N:4]1[CH2:9][CH2:8][C:7]2[C:10]([CH2:14][CH2:15][N:28]3[CH2:29][CH2:30][N:25]([C:23]4[S:24][C:20]5[CH:19]=[C:18]([Cl:17])[CH:32]=[CH:31][C:21]=5[N:22]=4)[CH2:26][CH2:27]3)=[C:11]([CH3:13])[S:12][C:6]=2[CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 71081OxalateHCID 27465956-Chloro-2-(piperazin-1-yl)-1,3-benzothiazoleHCID 21471856HCID 21471856, compound

Product 1

HCID 214719996-Acetyl-3-(2-(4-(6-chlorobenzothiazol-2-yl)piperazin-1-yl)ethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridineYield 10.9%

Procedure

The reaction and procedure were conducted in a similar manner as in Example 24 using 0.2 g of 6-acetyl-3-(2-chloroethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridine and 0.2 g of 1-(6-chlorobenzothiazol-2-yl)piperazine to give 0.04 g of 6-acetyl-3-(2-(4-(6-chlorobenzothiazol-2-yl)piperazin-1-yl)ethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridine as an oil, m.p. 180° C. (decomposition) as an oxalate thereof.

Workup

  1. customThe reaction and procedure

Sources & evidence

ORD record
ord-0b5093efc8e545ea90787db95e779a3b
Source dataset
uspto-grants-1997_11
Patent number
US05691330

Linked notes

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