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Toluene → 2,4-bisbenzyloxy-N-butyl-5-(5-bromo-1,3-dihydroisoindole-2-carbonyl)-N-methylbenzamide

HRID 308465
Notes
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Reaction equation

HRID 308465 reaction equation
[Br:38][c:39]1[cH:40][c:41]2[c:45]([cH:46][cH:47]1)[CH2:44][NH:43][CH2:42]2.[CH2:48]([N:49]([CH:50]([CH3:51])[CH3:52])[CH:53]([CH3:54])[CH3:55])[CH3:56].[CH2:57]1[O:58][CH2:59][CH2:60][CH2:61]1.[CH3:5][N:6]([CH2:7][CH2:8][CH2:9][CH3:10])[C:11](=[O:12])[c:13]1[c:14]([O:30][CH2:31][c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[cH:15][c:16]([O:22][CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[c:17]([C:18](=[O:19])[OH:20])[cH:21]1.[CH3:65][c:66]1[cH:67][cH:68][cH:69][cH:70][cH:71]1.[Cl:62][CH2:63][Cl:64].[S:1]([Cl:2])([Cl:3])=[O:4]>>[CH3:5][N:6]([CH2:7][CH2:8][CH2:9][CH3:10])[C:11](=[O:12])[c:13]1[c:14]([O:30][CH2:31][c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[cH:15][c:16]([O:22][CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[c:17]([C:18](=[O:19])[N:43]2[CH2:42][c:41]3[cH:40][c:39]([Br:38])[cH:47][cH:46][c:45]3[CH2:44]2)[cH:21]1
ParticipantsSources & evidenceReaction notes

Participants

8

Reactant 7

HCID 1140TolueneHCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 24386Thionyl ChlorideHCID 81531DiisopropylethylamineHCID 147958715-BromoisoindolineHCID 596140605-[(N-Methyl-N-butylamino)carbonyl]-2,4-bisbenzyloxybenzoic acid

Product 1

HCID 596141252,4-bisbenzyloxy-N-butyl-5-(5-bromo-1,3-dihydroisoindole-2-carbonyl)-N-methylbenzamide

Sources & evidence

ORD record
ord-e915b4e6930e48459bae6b67ba98deed
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes