Dimethylamine, hydrochloride → (5R)-2-[(2S)-2-(3,4-dichlorophenyl)-4-(dimethylamino)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]thiazepine-6-carbonitrile 5-oxide

HRID 1760956Notes

Reaction equation

HRID 1760956 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C@H:9]([CH2:30][CH:31]=O)[CH2:10][N:11]2[C:17](=[O:18])[C:16]3[C:19]4[C:24]([CH:25]=[C:26]([C:27]#[N:28])[C:15]=3[S@:14](=[O:29])[CH2:13][CH2:12]2)=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl.[CH3:34][NH:35][CH3:36]>>[Cl:1][C:2]1[CH:3]=[C:4]([C@H:9]([CH2:30][CH2:31][N:35]([CH3:36])[CH3:34])[CH2:10][N:11]2[C:17](=[O:18])[C:16]3[C:19]4[C:24]([CH:25]=[C:26]([C:27]#[N:28])[C:15]=3[S@:14](=[O:29])[CH2:13][CH2:12]2)=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 2

HCID 10473Dimethylamine, hydrochlorideHCID 86759590(5R)-2-[(2S)-2-(3,4-dichlorophenyl)4-oxobutyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]thiazepine-6-carbonitrile 5-oxide

Product 1

HCID 69140743(5R)-2-[(2S)-2-(3,4-dichlorophenyl)-4-(dimethylamino)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]thiazepine-6-carbonitrile 5-oxideYield 92.6%

Procedure

By the method described in Example 79, Intermediate 78c (10 mg, 0.021 mmol) and dimethylamine hydrochloride (5 mg, 0.06 mmol) were converted to 10 mg of the title compound.

Sources & evidence

ORD record
ord-64bd30a16b4b4d9a84e1b460ab1f47d2
Source dataset
uspto-grants-2005_01
Patent number
US06846814B2

Reaction notes

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