9-hydroxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione → 2-Benzyl-9-hydroxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

HRID 2169406Notes

Reaction equation

HRID 2169406 reaction equation
OC1C(=O)N=C(CC2(C3C4C(=CC=CC=4)C=CC=3)CCCC2)N2CCNC(=O)C=12.[CH2:30]([N:37]1[CH2:71][CH2:70][N:40]2[C:41]([CH2:54][C:55]3([C:60]4[C:69]5[C:64](=[CH:65][CH:66]=[CH:67][CH:68]=5)[CH:63]=[CH:62][CH:61]=4)[CH2:59][CH2:58][CH2:57][CH2:56]3)=[N:42][C:43](=[O:53])[C:44]([O:45]CC3C=CC=CC=3)=[C:39]2[C:38]1=[O:72])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[CH2:30]([N:37]1[CH2:71][CH2:70][N:40]2[C:41]([CH2:54][C:55]3([C:60]4[C:69]5[C:64](=[CH:65][CH:66]=[CH:67][CH:68]=5)[CH:63]=[CH:62][CH:61]=4)[CH2:59][CH2:58][CH2:57][CH2:56]3)=[N:42][C:43](=[O:53])[C:44]([OH:45])=[C:39]2[C:38]1=[O:72])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

3

Reactant 2

HCID 867260189-hydroxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneHCID 867260372-Benzyl-9-benzyloxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

Product 1

HCID 867260382-Benzyl-9-hydroxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

Procedure

This compound was prepared following the same method as described for pure 9-hydroxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (349) from 2-benzyl-9-benzyloxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (372) (110 mg, 0.19 mmol). The yield was 35 mg, 47%, of a light brown solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-c7fc05f1add845be93c64831f28d26ee
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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