HCID 12851675, compound → racemic Ethyl 3-(1-(3-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)-2,2-dimethylcyclopropanecarboxylate

HRID 1776712Notes

Reaction equation

HRID 1776712 reaction equation
BrC1C=CC([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])CC[CH2:31][CH2:30]2)=CC=1.[Br:41][C:42]1[CH:43]=[C:44]([CH:66]=[CH:67][CH:68]=1)CNC1C(N)=CC(OCC2C=CC3C(=CC=CC=3)N=2)=CC=1.[CH3:69]C1(C)[C@@H]2[C@H]1C(=O)OC2=O>>[Br:41][C:42]1[CH:68]=[C:67]([CH:66]=[CH:44][CH:43]=1)[CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][C:14]([O:16][CH2:17][C:18]3[CH:27]=[CH:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[N:19]=3)=[CH:15][C:10]=2[N:9]=[C:8]1[CH:28]1[CH:29]([C:34]([O:36][CH2:37][CH3:38])=[O:35])[C:30]1([CH3:31])[CH3:69]

Participants

4

Reactant 3

HCID 12851675HCID 12851675, compoundHCID 90414557N1-(3-bromobenzyl)-4-(quinolin-2-ylmethoxy)benzene-1,2-diamineHCID 90414649ethyl 1-((1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)methyl)cyclopentanecarboxylate

Product 1

HCID 90416020racemic Ethyl 3-(1-(3-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)-2,2-dimethylcyclopropanecarboxylate

Procedure

The title compound was prepared using similar methods to those for ethyl 1-((1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)methyl)cyclopentanecarboxylate using N1-(3-bromobenzyl)-4-(quinolin-2-ylmethoxy)benzene-1,2-diamine and cis-6,6-dimethyl-3-oxa-bicyclo[3.1.0]hexane-2,4-dione. MS (ESI): mass calcd. for C32H30BrN3O3, 583.15; m/z found, 584.1 [M+H]+.

Sources & evidence

ORD record
ord-2bb0d129b47143b98669ca1037bdc3c8
Source dataset
uspto-grants-2016_02
Patent number
US09265770B2

Reaction notes

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