1,2,3,4-Tetrahydro[1]benzothieno[2,3-c]pyridine → 2-[4-(3-Indolyl)butyl]-1,2,3,4-tetrahydrobenzothieno[2,3-c]pyridine

HRID 649631

Reaction equation

HRID 649631 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1.BrCCCCC1C2C(=CC=CC=2)NC=1.[CH2:29]1[C:34]2[S:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[C:33]=2[CH2:32][CH2:31][NH:30]1>C(#N)C>[NH:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]([CH2:5][CH2:4][CH2:3][CH2:2][N:30]2[CH2:31][CH2:32][C:33]3[C:37]4[CH:38]=[CH:39][CH:40]=[CH:41][C:36]=4[S:35][C:34]=3[CH2:29]2)=[CH:7]1

Participants

5

Reactant 3

HCID 4132821,2,3,4-Tetrahydro[1]benzothieno[2,3-c]pyridineHCID 133270113-(4-Chlorobutyl)indoleHCID 142011793-(4-Bromobutyl)-1h-indole

Product 1

HCID 137474862-[4-(3-Indolyl)butyl]-1,2,3,4-tetrahydrobenzothieno[2,3-c]pyridine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 20.8 g of 3-(4-chlorobutyl)indole [or 25.2 g of 3-(4-bromobutyl)indole] and 18.9 g of 1,2,3,4-tetrahydrobenzothieno[2,3-c]pyridine in 100 ml of acetonitrile is stirred at 20° for 12 hours. The usual working up is carried out, and 2-[4-(3-indolyl)butyl]-1,2,3,4-tetrahydrobenzothieno[2,3-c]pyridine ("A"), m.p. 113°-115° is obtained.

Sources & evidence

ORD record
ord-f801927f389c460fae4d178df9f4bbd8
Source dataset
uspto-grants-1988_04
Patent number
US04740602

Linked notes

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