2-Chloromethylbenzimidazole → 5-(2-benzimidazolylmethyloxy)-10-bromo-2-(3-pyridylmethyl)-3H-pyrido [3,2,1-kl]phenothiazin-3-one

HRID 1016317Notes

Reaction equation

HRID 1016317 reaction equation
[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[S:12][C:11]3[C:6]4=[C:7]([C:17](=[O:27])[C:18]([CH2:20][C:21]5[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=5)=[CH:19][N:5]4[C:4]=2[CH:3]=1)[CH:8]=[C:9]([OH:16])[CH:10]=3.Cl[CH2:29][C:30]1[NH:31][C:32]2[CH:38]=[CH:37][CH:36]=[CH:35][C:33]=2[N:34]=1>>[N:31]1[C:32]2[CH:38]=[CH:37][CH:36]=[CH:35][C:33]=2[NH:34][C:30]=1[CH2:29][O:16][C:9]1[CH:10]=[C:11]2[C:6]3=[C:7]([C:17](=[O:27])[C:18]([CH2:20][C:21]4[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=4)=[CH:19][N:5]3[C:4]3[CH:3]=[C:2]([Br:1])[CH:15]=[CH:14][C:13]=3[S:12]2)[CH:8]=1

Participants

3

Reactant 2

HCID 785712-ChloromethylbenzimidazoleHCID 1202110510-bromo-5-hydroxy-2-(3-pyridylmethyl)-3H-pyrido[3,2,1-kl]phenothiazin-3-one

Product 1

HCID 177981255-(2-benzimidazolylmethyloxy)-10-bromo-2-(3-pyridylmethyl)-3H-pyrido [3,2,1-kl]phenothiazin-3-oneYield 1.5%

Procedure

According to Example 34, the compound (500 mg) produced in Example 37 was reacted with 2-chloromethylbenzimidazole (243 mg) to obtain the title compound (10 mg; 0.2%).

Sources & evidence

ORD record
ord-0347b9f803ba46a781db3b21cce739ed
Source dataset
uspto-grants-2002_11
Patent number
US06476021B1

Reaction notes

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