Phenylacetylene → HCID 90038366, compound

HRID 1497352Notes

Reaction equation

HRID 1497352 reaction equation
Br[C:2]1[CH:3]=[N:4][C:5]([N:8]2[CH:12]3[CH2:13][CH2:14][CH2:15][CH:11]3[N:10]([CH2:16][CH2:17][O:18][CH3:19])[C:9]2=[O:20])=[N:6][CH:7]=1.[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)#[CH:22]>>[CH3:19][O:18][CH2:17][CH2:16][N:10]1[CH:11]2[CH2:15][CH2:14][CH2:13][CH:12]2[N:8]([C:5]2[N:4]=[CH:3][C:2]([C:22]#[C:21][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:7][N:6]=2)[C:9]1=[O:20]

Participants

3

Reactant 2

HCID 10821PhenylacetyleneHCID 90039063HCID 90039063, compound

Product 1

HCID 90038366HCID 90038366, compound

Procedure

The title compound was prepared in accordance with the general method of Example 1, step 5 starting from (rac)-(3aSR,6aRS)-1-(5-bromo-pyrimidin-2-yl)-3-(2-methoxy-ethyl)-hexahydro-cyclopentaimidazol-2-one (Example 10, step 3) and ethynylbenzene to yield racemic (rac)-(3aRS,6aSR)-1-(2-methoxy-ethyl)-3-(5-phenylethynyl-pyrimidin-2-yl)-hexahydro-cyclopentaimidazol-2-one as an light yellow oil; MS: m/e=363.3 (M+H+).

Sources & evidence

ORD record
ord-01527365ad354c76ad3ce47d9ba1a8d7
Source dataset
uspto-grants-2015_12
Patent number
US09199971B2

Reaction notes

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