2-(2-chloroethyl)-4,6,7,8-tetrahydro-5H-thieno[3,2-b]azepin-5-one → 2-(2-(4-(6-fluoro-benzo(b)thiophen-3-yl)piperidin-1-yl)ethyl)-4,6,7,8-tetrahydro-5H-thieno[3,2-b]azepin-5-one

HRID 2294859Notes

Reaction equation

HRID 2294859 reaction equation
Cl[CH2:2][CH2:3][C:4]1[S:13][C:12]2[CH2:11][CH2:10][CH2:9][C:8](=[O:14])[NH:7][C:6]=2[CH:5]=1.Cl.[F:16][C:17]1[CH:18]=[CH:19][C:20]2[C:24]([CH:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)=[CH:23][S:22][C:21]=2[CH:31]=1>>[F:16][C:17]1[CH:18]=[CH:19][C:20]2[C:24]([CH:25]3[CH2:26][CH2:27][N:28]([CH2:2][CH2:3][C:4]4[S:13][C:12]5[CH2:11][CH2:10][CH2:9][C:8](=[O:14])[NH:7][C:6]=5[CH:5]=4)[CH2:29][CH2:30]3)=[CH:23][S:22][C:21]=2[CH:31]=1

Participants

3

Reactant 2

HCID 214720122-(2-chloroethyl)-4,6,7,8-tetrahydro-5H-thieno[3,2-b]azepin-5-oneHCID 226493344-(6-Fluorobenzo(b)thiophen-3-yl)piperidine hydrochloride

Product 1

HCID 214717772-(2-(4-(6-fluoro-benzo(b)thiophen-3-yl)piperidin-1-yl)ethyl)-4,6,7,8-tetrahydro-5H-thieno[3,2-b]azepin-5-oneYield 25.4%

Procedure

The reaction and procedure were conducted in a similar manner as in Example 24 using 0.5 g of 2-(2-chloroethyl)-4,6,7,8-tetrahydro-5H-thieno[3,2-b]azepin-5-one and 0.5 g of 4-(6-fluorobenzo(b)thiophen-3-yl)piperidine hydrochloride to give 0.2 g of 2-(2-(4-(6-fluorobenzo(b)thiophen-3-yl)piperidin-1-yl)ethyl)-4,6,7,8-tetrahydro-5H-thieno[3,2-b]azepin-5-one, m.p. 191°-193° C.

Workup

  1. customThe reaction and procedure

Sources & evidence

ORD record
ord-dfd1d4a65c264fc5b903c576f563d912
Source dataset
uspto-grants-1997_11
Patent number
US05691330

Reaction notes

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