diethyl N-(4-(prop-2-enylamino)benzoyl)-L-glutamate → Diethyl N-(4-(N-((3,4-dihydro-4-oxo-3-((pivaloyl)oxy) methyl-6-quinazolinyl)methyl)prop-2-enylamino)benzoyl)-L-glutamate

HRID 2254575Notes

Reaction equation

HRID 2254575 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][N:7]([CH2:13][O:14][C:15](=[O:20])[C:16]([CH3:19])([CH3:18])[CH3:17])[C:6]2=[O:21].[CH2:22]([NH:25][C:26]1[CH:47]=[CH:46][C:29]([C:30]([NH:32][C@H:33]([C:41]([O:43][CH2:44][CH3:45])=[O:42])[CH2:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[O:31])=[CH:28][CH:27]=1)[CH:23]=[CH2:24]>>[O:21]=[C:6]1[C:5]2[C:10](=[CH:11][CH:12]=[C:3]([CH2:2][N:25]([CH2:22][CH:23]=[CH2:24])[C:26]3[CH:47]=[CH:46][C:29]([C:30]([NH:32][C@H:33]([C:41]([O:43][CH2:44][CH3:45])=[O:42])[CH2:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[O:31])=[CH:28][CH:27]=3)[CH:4]=2)[N:9]=[CH:8][N:7]1[CH2:13][O:14][C:15](=[O:20])[C:16]([CH3:19])([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 12919868diethyl N-(4-(prop-2-enylamino)benzoyl)-L-glutamateHCID 136912136-Bromomethyl-3,4-dihydro-4-oxo-3-((pivaloyl)oxy)methylquinazoline

Product 1

HCID 13691223Diethyl N-(4-(N-((3,4-dihydro-4-oxo-3-((pivaloyl)oxy) methyl-6-quinazolinyl)methyl)prop-2-enylamino)benzoyl)-L-glutamate

Procedure

This was synthesised by reaction of the compound (4) and diethyl N-(4-(prop-2-enylamino)benzoyl)-L-glutamate Lit. T. R. Jones, A. H. Jackman, S. J. Brown, M. Jones and K. R. Harrap: Europ. J. Cancer, 17 11 (1981). For characterisation a portion was dried at 70° C./P2 05 /1 mm/10 hours to give a brittle glass.

Workup

  1. customFor characterisation a portion was dried at 70° C./P2 05 /1 mm/10 hours
  2. customto give a brittle glass

Sources & evidence

ORD record
ord-2dd1831d072b40a2bdc43226df204faf
Source dataset
uspto-grants-1993_08
Patent number
US05236927

Reaction notes

Loading…