2-(Chloromethyl)benzothiazole → Ethyl 3-(5-(benzo[d]thiazol-2-ylmethoxy)-1-(4-bromobenzyl)-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoate

HRID 1776704Notes

Reaction equation

HRID 1776704 reaction equation
[Br:1][C:2]1[CH:38]=[CH:37][C:5]([CH2:6][N:7]2[C:11]3[CH:12]=[CH:13][C:14]([O:16][CH2:17][C:18]4C=C[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]([CH3:36])([CH3:35])[C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:4][CH:3]=1.BrC1C=CC(CN2C3C=CC(O)=CC=3N=C2CC(C)(C)C(OCC)=O)=CC=1.ClCC1[S:69]C2C=CC=CC=2N=1>>[S:69]1[C:25]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[N:19]=[C:18]1[CH2:17][O:16][C:14]1[CH:13]=[CH:12][C:11]2[N:7]([CH2:6][C:5]3[CH:37]=[CH:38][C:2]([Br:1])=[CH:3][CH:4]=3)[C:8]([CH2:28][C:29]([CH3:36])([CH3:35])[C:30]([O:32][CH2:33][CH3:34])=[O:31])=[N:9][C:10]=2[CH:15]=1

Participants

4

Reactant 3

HCID 3049782-(Chloromethyl)benzothiazoleHCID 90414810Ethyl 3-(1-(4-bromobenzyl)-5-hydroxy-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoateHCID 90415263ethyl 3-(1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoate

Product 1

HCID 90414595Ethyl 3-(5-(benzo[d]thiazol-2-ylmethoxy)-1-(4-bromobenzyl)-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoate

Procedure

The title compound was prepared using analogous conditions to those described for ethyl 3-(1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoate using ethyl 3-(1-(4-bromobenzyl)-5-hydroxy-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoate and 2-(chloromethyl)benzo[d]thiazole. MS (ESI): mass calcd. for C29H28BrN3O3S, 577.10; m/z found, 578.1 [M+H]+.

Sources & evidence

ORD record
ord-7bea1cb6314c4fec8f97b0d0dc07f269
Source dataset
uspto-grants-2016_02
Patent number
US09265770B2

Reaction notes

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