Ethanol → HCID 178495887, compound

HRID 1687630Notes

Reaction equation

HRID 1687630 reaction equation
[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]1[CH:22]=[CH:21][C:11]2[C:12]([CH3:20])([CH3:19])[CH2:13][CH2:14][C:15](SC)=[N:16][C:10]=2[CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:24][O:25][CH:26]([O:29][CH3:30])[CH2:27][NH2:28].CCO>>[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]1[CH:22]=[CH:21][C:11]2[C:12]([CH3:20])([CH3:19])[CH2:13][CH2:14][C:15]([NH:28][CH2:27][CH:26]([O:29][CH3:30])[O:25][CH3:24])=[N:16][C:10]=2[CH:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 702EthanolHCID 89728Aminoacetaldehyde dimethyl acetalHCID 67263996HCID 67263996, compound

Product 1

HCID 178495887HCID 178495887, compound

Procedure

(5,5-Dimethyl-2-methylsulfanyl-4,5-dihydro-3H-1-benzazepin-8-yl)-carbamic acid tert-butyl ester (1.281 g, 3.8 mmol), Aminoacetaldehyde dimethyl acetal (0.542 mL, 5 mmol), and EtOH (100 mL, 2 mol) were heated to reflux for 2 hrs and stirred at rt for 72 h. LCMS 392 (M+H).

Workup

  1. temperatureto reflux for 2 hrs

Sources & evidence

ORD record
ord-23fb862f104a43fdab5977373f95f79d
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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