Benzamide → HCID 3075941, compound

HRID 1768988Notes

Reaction equation

HRID 1768988 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].C(N)(=O)C1C=CC=CC=1.Br[CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:38]=[CH:37][CH:36]=[CH:35][C:22]=1[C:23]([NH:25][C:26]1[CH:34]=[CH:33][CH:32]=[C:31]2[C:27]=1[CH:28]=[CH:29][NH:30]2)=[O:24]>CCOCC>[CH3:2][C:1]([NH:5][CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:38]=[CH:37][CH:36]=[CH:35][C:22]=1[C:23]([NH:25][C:26]1[CH:34]=[CH:33][CH:32]=[C:31]2[C:27]=1[CH:28]=[CH:29][NH:30]2)=[O:24])([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 2331BenzamideHCID 6385Tert-ButylamineHCID 15611140HCID 15611140, compound

Product 1

HCID 3075941HCID 3075941, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Using the procedure of Example 30 but at 50° C. and replacing tert-pentylamine by tert-butylamine and 2-(3-chloropropoxy)-N-1H-indol-4-yl)benzamide by 2-(4-bromobutoxy)-N-(1H-indol4-yl)benzamide, and with chromatography on silica (eluant:CHCl3 /acetone/TEA of 6:3:1), the residue was taken up in ether to obtain 2-[4-[1,1-dimethylethylamino)-butoxy]-N-(1H-indol-4-yl)benzamide melting at 147° C. The acid fumarate which melted at 224°-225° C. with sublimation after crystallization from ethanol, was prepared.

Workup

  1. customat 50° C.

Sources & evidence

ORD record
ord-b495e849bd6442f68126a7f1a8f7c8a6
Source dataset
uspto-grants-1995_01
Patent number
US05380722

Reaction notes

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