2-cyclopropyl-9-hydroxy-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione → 2-(2,2-Dimethyl-propyl)-9-hydroxy-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

HRID 2169339Notes

Reaction equation

HRID 2169339 reaction equation
C1(N2CCN3C(CC4(C5C=CC=CC=5)CCCC4)=NC(=O)C(O)=C3C2=O)CC1.C([O:36][C:37]1[C:42](=[O:43])[N:41]=[C:40]([CH2:44][C:45]2([C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=3)[CH2:49][CH2:48][CH2:47][CH2:46]2)[N:39]2[CH2:56][CH2:57][N:58]([CH2:61][C:62]([CH3:65])([CH3:64])[CH3:63])[C:59](=[O:60])[C:38]=12)C1C=CC=CC=1>>[CH3:63][C:62]([CH3:65])([CH3:64])[CH2:61][N:58]1[CH2:57][CH2:56][N:39]2[C:40]([CH2:44][C:45]3([C:50]4[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=4)[CH2:46][CH2:47][CH2:48][CH2:49]3)=[N:41][C:42](=[O:43])[C:37]([OH:36])=[C:38]2[C:59]1=[O:60]

Participants

3

Reactant 2

HCID 867259582-cyclopropyl-9-hydroxy-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneHCID 867259779-Benzyloxy-2-(2,2-dimethyl-propyl)-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

Product 1

HCID 867259782-(2,2-Dimethyl-propyl)-9-hydroxy-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneYield 30.5%

Procedure

This compound was prepared following the same method as described for 2-cyclopropyl-9-hydroxy-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (287) from 9-benzyloxy-2-(2,2-dimethyl-propyl)-6-(1-phenyl-cyclopentyl methyl)-3,4-dihydro-2 H-pyrazino[1,2-c]pyrimidine-1,8-dione (302) (120 mg, 0.24 mmol). The product was obtained as a white solid (30 mg, 30.5%).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-d198a258f0e64a5bae0f7d1a724a0861
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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