N,8-dibenzyl-N-(1-methylethyl)-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepin-3-amine → N-benzyl-N-(1-methylethyl)-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepin-3-amine

HRID 518074Notes

Reaction equation

[CH2:1]([N:8]([CH:27]([CH3:29])[CH3:28])[C:9]1[CH:26]=[N:25][C:12]2[CH2:13][N:14](CC3C=CC=CC=3)[CH2:15][CH2:16][O:17][C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[OH-].[OH-].[Pd+2]>[CH2:1]([N:8]([CH:27]([CH3:29])[CH3:28])[C:9]1[CH:26]=[N:25][C:12]2[CH2:13][NH:14][CH2:15][CH2:16][O:17][C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of N,8-dibenzyl-N-(1-methylethyl)-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepin-3-amine (2.55 g) in methanol (20 mL) was added 20% Pd(OH)2/C (260 mg), and the mixture was stirred under a hydrogen atmosphere at 50° C. for 2 hr. 20% Pd(OH)2/C (500 mg) was further added, and the mixture was stirred under a hydrogen atmosphere at 50° C. for 4 hr. The reaction mixture was filtered, and the filtrate was concentrated to give the title compound (1.95 g, quantitative) as a colorless oil.

Workup

stirringthe mixture was stirred under a hydrogen atmosphere at 50° C. for 4 hr
filtrationThe reaction mixture was filtered
concentrationthe filtrate was concentrated

Sources & evidence

ORD record: ord-c775b64d7f764e87982e53f0bbe4556b
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09115139B2

Reaction notes

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