1-Ethynylcyclopentanol → 3-[3-Fluoro-4-(2-pyrrolidin-1-ylethoxy)phenyl]-6-(1-hydroxycyclopentylethynyl)-3H-thieno[3,2-d]pyrimidin-4-one

HRID 532440Notes

Reaction equation

HRID 532440 reaction equation
Br[C:2]1[S:10][C:9]2[C:8](=[O:11])[N:7]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)=[C:14]([F:26])[CH:13]=3)[CH:6]=[N:5][C:4]=2[CH:3]=1.[C:27]([C:29]1([OH:34])[CH2:33][CH2:32][CH2:31][CH2:30]1)#[CH:28]>>[F:26][C:14]1[CH:13]=[C:12]([N:7]2[C:8](=[O:11])[C:9]3[S:10][C:2]([C:28]#[C:27][C:29]4([OH:34])[CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:3][C:4]=3[N:5]=[CH:6]2)[CH:17]=[CH:16][C:15]=1[O:18][CH2:19][CH2:20][N:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 870741-EthynylcyclopentanolHCID 689365036-Bromo-3-[3-fluoro-4-(2-pyrrolidin-1-ylethoxy)phenyl]-3H-thieno[3,2-d]pyrimidin-4-one

Product 1

HCID 249695063-[3-Fluoro-4-(2-pyrrolidin-1-ylethoxy)phenyl]-6-(1-hydroxycyclopentylethynyl)-3H-thieno[3,2-d]pyrimidin-4-one

Procedure

6-Bromo-3-[3-fluoro-4-(2-pyrrolidin-1-ylethoxy)phenyl]-3H-thieno[3,2-d]pyrimidin-4-one was reacted with 1-ethynylcyclopentanol by method R.

Sources & evidence

ORD record
ord-a8e98c0cbb0648a2b6d0d7c9bfc3abee
Source dataset
uspto-grants-2014_10
Patent number
US08853208B2

Reaction notes

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