3-Methyl-3-phenyloxolane-2,5-dione → racemic Ethyl 3-(1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)-2-methyl-2-phenylpropanoate

HRID 2178413Notes

Reaction equation

HRID 2178413 reaction equation
[Br:1][C:2]1[CH:40]=[CH:39][C:5]([CH2:6][N:7]2[C:11]3[CH:12]=[CH:13][C:14]([O:16][CH2:17][C:18]4[CH:27]=[CH:26][C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[N:19]=4)=[CH:15][C:10]=3[N:9]=[C:8]2[CH2:28][C:29]2([C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH2:33][CH2:32][CH2:31][CH2:30]2)=[CH:4][CH:3]=1.[CH3:41][C:42]1(C2C=CC=CC=2)CC(=O)O[C:43]1=O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:11]3[CH:12]=[CH:13][C:14]([O:16][CH2:17][C:18]4[CH:27]=[CH:26][C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[N:19]=4)=[CH:15][C:10]=3[N:9]=[C:8]2[CH2:28][C:29]([CH3:30])([C:33]2[CH:32]=[CH:31][CH:43]=[CH:42][CH:41]=2)[C:34]([O:36][CH2:37][CH3:38])=[O:35])=[CH:39][CH:40]=1

Participants

3

Reactant 2

HCID 49628343-Methyl-3-phenyloxolane-2,5-dioneHCID 90414649ethyl 1-((1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)methyl)cyclopentanecarboxylate

Product 1

HCID 90413918racemic Ethyl 3-(1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)-2-methyl-2-phenylpropanoate

Procedure

The title compound was prepared using analogous conditions to those described for ethyl 1-((1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)methyl)cyclopentanecarboxylate using racemic 3-methyl-3-phenyldihydrofuran-2,5-dione. MS (ESI): mass calcd. for C36H32BrN3O3, 633.16; m/z found, 634.1 [M+H]+.

Sources & evidence

ORD record
ord-4b83f9f86538480d9fbbd4f5800714a1
Source dataset
uspto-grants-2015_06
Patent number
US09067917B2

Reaction notes

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