9-benzyloxy-2-methyl-6-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione → 9-Benzyloxy-2-cyclobutyl-6-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

HRID 2169458Notes

Reaction equation

HRID 2169458 reaction equation
C(OC1C(=O)N=C(CC2(N3C4=NC=CC=C4C=C3)CCCC2)N2CCN(C)C(=O)C=12)C1C=CC=CC=1.[CH:37]1([N:41]([CH2:74][CH2:75]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([N:65]4[C:69]5=[N:70][CH:71]=[CH:72][CH:73]=[C:68]5[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]1>>[CH2:51]([O:50][C:49]1[C:48](=[O:58])[N:47]=[C:46]([CH2:59][C:60]2([N:65]3[C:69]4=[N:70][CH:71]=[CH:72][CH:73]=[C:68]4[CH:67]=[CH:66]3)[CH2:61][CH2:62][CH2:63][CH2:64]2)[N:45]2[CH2:75][CH2:74][N:41]([CH:37]3[CH2:38][CH2:39][CH2:40]3)[C:42](=[O:43])[C:44]=12)[C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1

Participants

3

Reactant 2

HCID 867260709-benzyloxy-2-methyl-6-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneHCID 178519978HCID 178519978, compound

Product 1

HCID 867260899-Benzyloxy-2-cyclobutyl-6-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

Procedure

9-Benzyloxy-2-cyclobutyl-6-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (427) was prepared following the same method as described for 9-benzyloxy-2-methyl-6-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (407) from 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid cyclobutyl-(2-hydroxyethyl)-amide (426) (90 mg, 0.17 mmol) and was obtained as an off-white solid (65 mg, 75%).

Sources & evidence

ORD record
ord-d1e5391027f2444a8029271395508bfd
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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