9-hydroxy-2-isopropyl-6-[1-(4-trifluoromethyl-phenyl)-cyclopentylmethyl]-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione → 6-((1-(3,5-Bis(trifluoromethyl)phenyl)cyclopentyl)methyl)-9-hydroxy-2-isopropyl-3,4-dihydro-1H-pyrazino[1,2-c]pyrimidine-1,8(2H)-dione

HRID 2169493Notes

Reaction equation

HRID 2169493 reaction equation
C([O:8][C:9]1[C:14](=[O:15])[N:13]=[C:12]([CH2:16][C:17]2([C:22]3[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[C:24]([C:32]([F:35])([F:34])[F:33])[CH:23]=3)[CH2:21][CH2:20][CH2:19][CH2:18]2)[N:11]2[CH2:36][CH2:37][N:38]([CH:41]([CH3:43])[CH3:42])[C:39](=[O:40])[C:10]=12)C1C=CC=CC=1.OC1C(=O)N=C(CC2(C3C=CC(C(F)(F)F)=CC=3)CCCC2)N2CCN(C(C)C)C(=O)C=12>>[F:34][C:32]([F:33])([F:35])[C:24]1[CH:23]=[C:22]([C:17]2([CH2:16][C:12]3[N:11]4[CH2:36][CH2:37][N:38]([CH:41]([CH3:43])[CH3:42])[C:39](=[O:40])[C:10]4=[C:9]([OH:8])[C:14](=[O:15])[N:13]=3)[CH2:18][CH2:19][CH2:20][CH2:21]2)[CH:27]=[C:26]([C:28]([F:29])([F:30])[F:31])[CH:25]=1

Participants

3

Reactant 2

HCID 867258889-hydroxy-2-isopropyl-6-[1-(4-trifluoromethyl-phenyl)-cyclopentylmethyl]-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneHCID 867261169-(Benzyloxy)-6-((1-(3,5-bis(trifluoromethyl)phenyl)cyclopentyl)methyl)-2-isopropyl-3,4-dihydro-1H-pyrazino[1,2-c]pyrimidine-1,8(2H)-dione

Product 1

HCID 867261176-((1-(3,5-Bis(trifluoromethyl)phenyl)cyclopentyl)methyl)-9-hydroxy-2-isopropyl-3,4-dihydro-1H-pyrazino[1,2-c]pyrimidine-1,8(2H)-dione

Procedure

6-((1-(3,5-Bis(trifluoromethyl)phenyl)cyclopentyl)methyl)-9-hydroxy-2-isopropyl-3,4-dihydro-1H-pyrazino[1,2-c]pyrimidine-1,8(2H)-dione (466) was synthesized as a white solid from 9-(benzyloxy)-6-((1-(3,5-bis(trifluoromethyl)phenyl)cyclopentyl)methyl)-2-isopropyl-3,4-dihydro-1H-pyrazino[1,2-c]pyrimidine-1,8(2H)-dione (465) following the procedure described for 6-[1-(4-trifluoromethyl-phenyl)-cyclopentylmethyl]-9-hydroxy-2-isopropyl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (248).

Sources & evidence

ORD record
ord-145a944da515436e9482f5eabbe6bad3
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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