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

HRID 2169323Notes

Reaction equation

HRID 2169323 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:41]([CH2:71][CH2:72]O)[C:42]([C:44]2[C:49]([O:50][CH2:51][C:52]3[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=3)=[C:48]([OH:58])[N:47]=[C:46]([CH2:59][C:60]3([C:65]4[CH:70]=[CH:69][CH:68]=[CH:67][CH:66]=4)[CH2:64][CH2:63][CH2:62][CH2:61]3)[N:45]=2)=[O:43])[CH2:40][CH2:39][CH2:38][CH2:37]1>>[CH2:51]([O:50][C:49]1[C:48](=[O:58])[N:47]=[C:46]([CH2:59][C:60]2([C:65]3[CH:70]=[CH:69][CH:68]=[CH:67][CH:66]=3)[CH2:64][CH2:63][CH2:62][CH2:61]2)[N:45]2[CH2:72][CH2:71][N:41]([CH:36]3[CH2:40][CH2:39][CH2:38][CH2:37]3)[C:42](=[O:43])[C:44]=12)[C:52]1[CH:53]=[CH:54][CH:55]=[CH:56][CH:57]=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 178519964HCID 178519964, compound

Product 1

HCID 867259629-Benzyloxy-2-cyclopentyl-6-(1-phenyl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneYield 47.31%

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 cyclopentyl-(2-hydroxyethyl)-amide (289) (175 mg, 0.34 mmol). The product was obtained as an off-white sticky solid (80 mg, 47.31%).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-e63b462fb4b34d4db01d93393e677e2c
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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