Cyclopropanecarbonyl chloride → 2-Cyclopropyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine hydrochloride

HRID 1668570Notes

Reaction equation

[NH2:1][C:2]1[C:19]([OH:20])=[CH:18][C:5]2[CH2:6][CH2:7][N:8](C(OC(C)(C)C)=O)[CH2:9][CH2:10][C:4]=2[CH:3]=1.[CH:21]1([C:24]([Cl:26])=O)[CH2:23][CH2:22]1>>[ClH:26].[CH:21]1([C:24]2[O:20][C:19]3[C:2]([N:1]=2)=[CH:3][C:4]2[CH2:10][CH2:9][NH:8][CH2:7][CH2:6][C:5]=2[CH:18]=3)[CH2:23][CH2:22]1

Participants

Reactant 2

HCID 77637Cyclopropanecarbonyl chloride

HCID 591504721,1-Dimethylethyl 7-amino-8-hydroxy-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

Product 1

HCID 673600402-Cyclopropyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine hydrochlorideYield 81%

Procedure

The title compound was prepared in analogy to General Procedure 2 from 1,1-dimethylethyl 7-amino-8-hydroxy-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (Preparation 9, 2.16 mmol) and cyclopropanecarbonyl chloride (2.4 mmol) to give the title compound (1.75 mmol) as a white solid.

Sources & evidence

ORD record: ord-20a937c97c814e32b819623dd6aa2f9a
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989444B2

Reaction notes

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