Pyrrolidine, 2-(2-chloroethyl)-1-methyl-, hydrochloride (1:1) → 10-bromo-5-(1-methyl-hexahydroazepin-4-yloxy)-2-(3-pyridylmethyl)-3H-pyrido[3,2,1-kl]phenothiazin-3-one

HRID 1016316

Reaction equation

HRID 1016316 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][CH2:31][CH:32]1[CH2:36][CH2:35][CH2:34][N:33]1[CH3:37]>>[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][CH:36]1[CH2:30][CH2:31][CH2:32][N:33]([CH3:37])[CH2:34][CH2:35]1)[CH:10]=3

Participants

3

Reactant 2

HCID 3017050Pyrrolidine, 2-(2-chloroethyl)-1-methyl-, hydrochloride (1:1)HCID 1202110510-bromo-5-hydroxy-2-(3-pyridylmethyl)-3H-pyrido[3,2,1-kl]phenothiazin-3-one

Product 1

HCID 1840659110-bromo-5-(1-methyl-hexahydroazepin-4-yloxy)-2-(3-pyridylmethyl)-3H-pyrido[3,2,1-kl]phenothiazin-3-oneYield 37%

Procedure

According to Example 34, the compound (100 mg) produced in Example 37 was reacted with 2-(2-chloroethyl)-1-methylpyrrolidine hydrochloride (54 mg) to obtain the ring expanding title compound (46 mg; 37%).

Workup

  1. customto obtain the ring

Sources & evidence

ORD record
ord-8a2f42c214314d5fa165445afacbf028
Source dataset
uspto-grants-2002_11
Patent number
US06476021B1

Linked notes

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