4-(Chloromethyl)pyridinium chloride → 10-bromo-2-(3-pyridylmethyl)-5-(4-pyridylmethyloxy)-3H-pyrido[3,2,1-kl]phenothiazin-3-one

HRID 1016312Notes

Reaction equation

HRID 1016312 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.Cl[CH2:30][C:31]1[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=1>>[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]([O:16][CH2:30][C:31]1[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=1)[CH:10]=3

Participants

3

Reactant 2

HCID 745704-(Chloromethyl)pyridinium chlorideHCID 1202110510-bromo-5-hydroxy-2-(3-pyridylmethyl)-3H-pyrido[3,2,1-kl]phenothiazin-3-one

Product 1

HCID 1202111010-bromo-2-(3-pyridylmethyl)-5-(4-pyridylmethyloxy)-3H-pyrido[3,2,1-kl]phenothiazin-3-oneYield 54.1%

Procedure

According to Example 34, the compound (150 mg) produced in Example 37 was reacted with 4-chloromethylpyridine hydrochloride (84 mg) to obtain the title compound (98 mg; 54%).

Sources & evidence

ORD record
ord-48d24e38dcf54eca82766fcb9ae5e0af
Source dataset
uspto-grants-2002_11
Patent number
US06476021B1

Reaction notes

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