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

HRID 2169395Notes

Reaction equation

HRID 2169395 reaction equation
OC1C(=O)N=C(CC2(C3C4C(=CC=CC=4)C=CC=3)CCCC2)N2CCNC(=O)C=12.C([O:37][C:38]1[C:43](=[O:44])[N:42]=[C:41]([CH2:45][C:46]2([C:51]3[C:60]4[C:55](=[CH:56][CH:57]=[CH:58][CH:59]=4)[CH:54]=[CH:53][CH:52]=3)[CH2:50][CH2:49][CH2:48][CH2:47]2)[N:40]2[CH2:61][CH2:62][N:63]([CH2:66][CH:67]3[CH2:69][CH2:68]3)[C:64](=[O:65])[C:39]=12)C1C=CC=CC=1>>[CH:67]1([CH2:66][N:63]2[CH2:62][CH2:61][N:40]3[C:41]([CH2:45][C:46]4([C:51]5[C:60]6[C:55](=[CH:56][CH:57]=[CH:58][CH:59]=6)[CH:54]=[CH:53][CH:52]=5)[CH2:47][CH2:48][CH2:49][CH2:50]4)=[N:42][C:43](=[O:44])[C:38]([OH:37])=[C:39]3[C:64]2=[O:65])[CH2:69][CH2:68]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 867260259-Benzyloxy-2-cyclopropylmethyl-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

Product 1

HCID 867260262-Cyclopropylmethyl-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 by 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 9-benzyloxy-2-cyclopropylmethyl-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (360) (100 mg, 0.19 mmol). The yield was 42 mg, 51%, of a white solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-ff6fcc1f328e408c9217261bf738054d
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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