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

HRID 1016308Notes

Reaction equation

HRID 1016308 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:32]=[N:33][CH:34]=[CH:35][CH:36]=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:32]=[N:33][CH:34]=[CH:35][CH:36]=1)[CH:10]=3

Participants

3

Reactant 2

HCID 233943-(Chloromethyl)pyridine hydrochlorideHCID 1202110510-bromo-5-hydroxy-2-(3-pyridylmethyl)-3H-pyrido[3,2,1-kl]phenothiazin-3-one

Product 1

HCID 1202110710-bromo-2-(3-pyridylmethyl)-5-(3-pyridylmethyloxy)-3H-pyrido[3,2,1-kl]phenothiazin-3-oneYield 46%

Procedure

According to Example 34, the compound (300 mg) produced in Example 37 was reacted with 3-chloromethylpyridine hydrochloride (142 mg) to obtain the title compound (140 mg; 46%).

Sources & evidence

ORD record
ord-520fd9fafe6b4961a51fa510b55c0224
Source dataset
uspto-grants-2002_11
Patent number
US06476021B1

Reaction notes

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