6-benzoyl-2-methyl-5,6-dihydro-4H-1-oxa-3,6-diaza-benzo[e]azulene → 2-methyl-5,6-dihydro-4H-benzo[b]oxazolo[5,4-d]azepine

HRID 220785Notes

Reaction equation

HRID 220785 reaction equation
C([N:9]1[CH2:18][CH2:17][C:16]2[N:15]=[C:14]([CH3:19])[O:13][C:12]=2[C:11]2[CH:20]=[CH:21][CH:22]=[CH:23][C:10]1=2)(=O)C1C=CC=CC=1>Cl.O1CCOCC1>[CH3:19][C:14]1[O:13][C:12]2[C:11]3[CH:20]=[CH:21][CH:22]=[CH:23][C:10]=3[NH:9][CH2:18][CH2:17][C:16]=2[N:15]=1

Participants

3

Reactant 1

HCID 231123696-benzoyl-2-methyl-5,6-dihydro-4H-1-oxa-3,6-diaza-benzo[e]azulene

Product 1

HCID 231123652-methyl-5,6-dihydro-4H-benzo[b]oxazolo[5,4-d]azepineYield 83%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

6-Benzoyl-2-methyl-5,6-dihydro-4H-1-oxa-3,6-diaza-benzo[e]azulene from Example E5.8 (11.0 g, 3.25 mmol) was reacted with a 6M HCl/dioxan solution (100 ml) using an analogous procedure to that described for Example E5.9 to yield the title compound (540 mg, 82%).

Sources & evidence

ORD record
ord-d969e83acca0427ca619de02d5dee0ad
Source dataset
uspto-grants-2012_06
Patent number
US08202858B2

Reaction notes

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