Hexahydro-1,4-diazepine → HCID 86744868, compound

HRID 1494386Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][C:9](=O)[CH2:8][CH2:7]2.[NH:13]1[CH2:19][CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[BH4-].[Na+].[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]\[C:25]([OH:27])=[O:26]>>[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]\[C:25]([OH:27])=[O:26].[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]\[C:25]([OH:27])=[O:26].[N:13]1([CH:9]2[CH2:8][CH2:7][C:6]3[C:11](=[C:2]([Cl:1])[CH:3]=[CH:4][CH:5]=3)[CH2:10]2)[CH2:19][CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1

Participants

Reactant 4

HCID 68163Hexahydro-1,4-diazepine

HCID 444266Maleic Acid

HCID 4311764Sodium borohydride

HCID 46232698-Chloro-1,2,3,4-tetrahydronaphthalen-2-one

Product 1

HCID 86744868HCID 86744868, compound

Procedure

Employing the procedure of Example 3, 2.0 g (11.1 mmol) of 8-chloro-2-tetralone were reacted with 2.2 g (22.2 mmol) of homopiperazine, and the resulting product was reduced with sodium borohydride and the reduced product treated with maleic acid to obtain 0.13 g of the title compound as colorless crystals, m.p. 146°-148° C.

Sources & evidence

ORD record: ord-42a9f299a0a44b0c82ed89a3d4d2d32d
Source dataset: uspto-grants-1991_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05026707

Reaction notes

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