Butyl bromide → HCID 86737514, compound

HRID 1414041Notes

Reaction equation

HRID 1414041 reaction equation
[NH2:1][C:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH2:13][CH2:14][NH:15][C:16](=[O:25])[O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:3].[H-].[Na+].Br[CH2:29][CH2:30][CH2:31][CH3:32]>>[NH2:1][C:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:29][CH2:30][CH2:31][CH3:32])[CH:8]=[C:7]2[CH2:13][CH2:14][NH:15][C:16](=[O:25])[O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:3]

Participants

4

Reactant 3

HCID 8002Butyl bromideHCID 24758Sodium hydrideHCID 86737515HCID 86737515, compound

Product 1

HCID 86737514HCID 86737514, compound

Procedure

Following the method of Example 16(i), [2-[5-(aminocarbonyl)-1H-indol-3-yl]ethyl]carbamic acid, phenylmethyl ester (1.5 g), sodium hydride (0.16 g) and 1-bromobutane (1 ml) gave a pale brown oily solid (1.5 g). Chromatography on a silica column (Kieselgel 60, 60 g) eluted with chloroform containing 1% methanol gave the title compound (1.0 g) as a colourless crystalline solid m.p. 138°-9° (ethyl acetate).

Sources & evidence

ORD record
ord-e9691740110a4d208b0ea599a04e2bd2
Source dataset
uspto-grants-1981_02
Patent number
US04252803

Reaction notes

Loading…