5-(3-fluorophenyl)-10-hydroxy-1,3-dimethyl-7,8,9,10-tetrahydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione → 5-(3-Fluorophenyl)-10-hydroxy-1,3,8-trimethyl-7,8,9,10-tetrahydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione

HRID 2201304Notes

Reaction equation

HRID 2201304 reaction equation
FC1C=C(C2N3C(C(O)CCC3)=C3N(C)C(=O)N(C)C(=O)C=23)C=CC=1.FC1C=C(C2N3C(C(=O)CCC3)=C3N(C)C(=O)N(C)C(=O)C=23)C=CC=1.[F:51][C:52]1[CH:53]=[C:54]([C:58]2[N:66]3[C:61]([C:62](=[O:68])[CH2:63][CH:64]([CH3:67])[CH2:65]3)=[C:60]3[N:69]([CH3:76])[C:70](=[O:75])[N:71]([CH3:74])[C:72](=[O:73])[C:59]=23)[CH:55]=[CH:56][CH:57]=1>>[F:51][C:52]1[CH:53]=[C:54]([C:58]2[N:66]3[C:61]([CH:62]([OH:68])[CH2:63][CH:64]([CH3:67])[CH2:65]3)=[C:60]3[N:69]([CH3:76])[C:70](=[O:75])[N:71]([CH3:74])[C:72](=[O:73])[C:59]=23)[CH:55]=[CH:56][CH:57]=1

Participants

4

Reactant 3

HCID 867234235-(3-fluorophenyl)-10-hydroxy-1,3-dimethyl-7,8,9,10-tetrahydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dioneHCID 867235335-(3-Fluorophenyl)-1,3-dimethyl-8,9-dihydropyrimido[4,5-a]indolizine-2,4,10(1H,3H,7H)-trioneHCID 867235345-(3-Fluorophenyl)-1,3,8-trimethyl-8,9-dihydropyrimido[4,5-a]indolizine-2,4,10(1H,3H,7H)-trione

Product 1

HCID 867235355-(3-Fluorophenyl)-10-hydroxy-1,3,8-trimethyl-7,8,9,10-tetrahydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione

Procedure

The title compound was prepared analogously to Intermediate L using by replacing 5-(3-fluorophenyl)-1,3-dimethyl-8,9-dihydropyrimido[4,5-a]indolizine-2,4,10(1H,3H,7H)-trione in (step 2) with 5-(3-fluorophenyl)-1,3,8-trimethyl-8,9-dihydropyrimido[4,5-a]indolizine-2,4,10(1H,3H,7H)-trione.

Sources & evidence

ORD record
ord-5eea17f0aede40a88181a0f96c5a3d3e
Source dataset
uspto-grants-2016_06
Patent number
US09359381B2

Reaction notes

Loading…