9-benzyloxy-2-cyclopropyl-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione → 9-Benzyloxy-2-(2,2-dimethyl-propyl)-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione
Reaction equation
C(OC1C(=O)N=C(CC2(C3C=CC=CC=3)CCCC2)N2CCN(C3CC3)C(=O)C=12)C1C=CC=CC=1.[CH3:36][C:37]([CH3:73])([CH3:72])[CH2:38][N:39]([CH2:69][CH2:70]O)[C:40]([C:42]1[C:47]([O:48][CH2:49][C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)=[C:46]([OH:56])[N:45]=[C:44]([CH2:57][C:58]2([C:63]3[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=3)[CH2:62][CH2:61][CH2:60][CH2:59]2)[N:43]=1)=[O:41]>>[CH2:49]([O:48][C:47]1[C:46](=[O:56])[N:45]=[C:44]([CH2:57][C:58]2([C:63]3[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=3)[CH2:62][CH2:61][CH2:60][CH2:59]2)[N:43]2[CH2:70][CH2:69][N:39]([CH2:38][C:37]([CH3:36])([CH3:73])[CH3:72])[C:40](=[O:41])[C:42]=12)[C:50]1[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=1Participants
3
Reactant 2
Product 1
Procedure
This compound was prepared following the same method as described for 9-benzyloxy-2-cyclopropyl-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (286) from 5-benzyloxy-6-hydroxy-2-(1-phenyl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid (2,2-dimethyl-propyl)-(2-hydroxyethyl)-amide (301) (140 mg, 0.27 mmol). Off-white sticky solid (120 mg, 88.8%).
Workup
- customThis compound was prepared
Sources & evidence
- ORD record
- ord-165031415a60411ca54be2553786705a
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09045486B2
Reaction notes
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