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

HRID 2169343Notes

Reaction equation

HRID 2169343 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([CH2:39][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])[CH2:38][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]([CH2:39][CH:36]3[CH2:37][CH2:38]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 178519967HCID 178519967, compound

Product 1

HCID 867259829-Benzyloxy-2-cyclopropylmethyl-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneYield 46.3%

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 cyclopropylmethyl-(2-hydroxyethyl)-amide (305) (150 mg, 0.29 mmol). The product was obtained as a colourless sticky solid (65 mg, 44.95%).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-c43fd26b62ab4fcd8c2e76aa8f5ef8bd
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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