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

HRID 2169450Notes

Reaction equation

HRID 2169450 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:40]([CH2:73][CH2:74]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([N:64]4[C:68]5=[N:69][CH:70]=[CH:71][CH:72]=[C:67]5[CH:66]=[CH:65]4)[CH2:63][CH2:62][CH2:61][CH2:60]3)[N:44]=2)=[O:42])[CH2:39][CH2:38]1>>[CH2:50]([O:49][C:48]1[C:47](=[O:57])[N:46]=[C:45]([CH2:58][C:59]2([N:64]3[C:68]4=[N:69][CH:70]=[CH:71][CH:72]=[C:67]4[CH:66]=[CH:65]3)[CH2:60][CH2:61][CH2:62][CH2:63]2)[N:44]2[CH2:74][CH2:73][N:40]([CH:37]3[CH2:39][CH2:38]3)[C:41](=[O:42])[C:43]=12)[C:51]1[CH:52]=[CH:53][CH:54]=[CH:55][CH:56]=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 178519977HCID 178519977, compound

Product 1

HCID 867260819-Benzyloxy-2-cyclopropyl-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-cyclopropyl-6-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (419) 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 cyclopropyl-(2-hydroxyethyl)-amide (418) (60 mg, 0.11 mmol) and was obtained as white sticky solid (45 mg, 80%).

Sources & evidence

ORD record
ord-2a68bafefa5b4e72ab831044288def8e
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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