Dibenzosuberone → 5-[10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl]-2,4(1H,3H)-pyrimidinedione

HRID 1275916

Reaction equation

Br[C:2]1[C:3]([O:13]C(C)(C)C)=[N:4][C:5]([O:8]C(C)(C)C)=[N:6][CH:7]=1.[CH:18]1[C:28]2[CH2:27][CH2:26][C:25]3[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=3[C:23](=O)[C:22]=2[CH:21]=[CH:20][CH:19]=1>>[CH:29]1[C:25]2[CH2:26][CH2:27][C:28]3[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=3[CH:23]([C:2]3[C:3](=[O:13])[NH:4][C:5](=[O:8])[NH:6][CH:7]=3)[C:24]=2[CH:32]=[CH:31][CH:30]=1

Participants

Reactant 2

HCID 14589Dibenzosuberone

HCID 8188515-Bromo-2,4-bis(1,1-dimethylethoxy)pyrimidine

Product 1

HCID 221172225-[10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl]-2,4(1H,3H)-pyrimidinedione

Procedure

The subtitle compound was prepared from 5-bromo-2,4-bis(1,1-dimethylethoxy)pyrimidine (example step(i)) (3.5 g) and 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (2.41 g) according to the method of example 1 step (iii). Purification was by chromatography eluting with 2% ethanol in dichloromethane. Yield 2.17 g. Used directly in the next step.

Workup

customPurification
washeluting with 2% ethanol in dichloromethane

Sources & evidence

ORD record: ord-4786f0cf378a4667acbef0a3ef4c131e
Source dataset: uspto-grants-2000_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06162808

Linked notes

Loading…