9-benzyloxy-2-cyclopropyl-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione → 9-Benzyloxy-2-cyclobutyl-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

HRID 2169328Notes

Reaction equation

HRID 2169328 reaction equation
C(OC1C(=O)N=C(CC2(C3C=CC=CC=3)CCCC2)N2CCN(C3CC3)C(=O)C=12)C1C=CC=CC=1.[CH:36]1([N:40]([CH2:70][CH2:71]O)[C:41]([C:43]2[C:48]([O:49][CH2:50][C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)=[C:47]([OH:57])[N:46]=[C:45]([CH2:58][C:59]3([C:64]4[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=4)[CH2:63][CH2:62][CH2:61][CH2:60]3)[N:44]=2)=[O:42])[CH2:39][CH2:38][CH2:37]1>>[CH2:50]([O:49][C:48]1[C:47](=[O:57])[N:46]=[C:45]([CH2:58][C:59]2([C:64]3[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=3)[CH2:63][CH2:62][CH2:61][CH2:60]2)[N:44]2[CH2:71][CH2:70][N:40]([CH:36]3[CH2:39][CH2:38][CH2:37]3)[C:41](=[O:42])[C:43]=12)[C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1

Participants

3

Reactant 2

HCID 867259579-benzyloxy-2-cyclopropyl-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneHCID 178519963HCID 178519963, compound

Product 1

HCID 867259679-Benzyloxy-2-cyclobutyl-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneYield 38.1%

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 cyclobutyl-(2-hydroxyethyl)-amide (293) (100 mg, 0.19 mmol). The product was obtained as a white solid (35 mg, 36.3%).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-164c39b9f50443219148dab0e050f98f
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

Loading…