(9H-fluoren-9-yl)methyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate → (9H-fluoren-9-yl)methyl 5-(7-chloropyrido[4,3-b]pyrazin-5-yl)hexahydropyrrolo[3,4-b]pyrrole-1 (2H)-carboxylate

HRID 57606Notes

Reaction equation

[N:1]1([C:9]([O:11][CH2:12][CH:13]2[C:25]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:19]3[C:14]2=[CH:15][CH:16]=[CH:17][CH:18]=3)=[O:10])[CH2:5][CH2:4][CH:3]2[CH2:6][NH:7][CH2:8][CH:2]12.Cl[C:27]1[C:36]2[C:31](=[N:32][CH:33]=[CH:34][N:35]=2)[CH:30]=[C:29]([Cl:37])[N:28]=1>O1CCOCC1>[Cl:37][C:29]1[N:28]=[C:27]([N:7]2[CH2:6][CH:3]3[CH:2]([N:1]([C:9]([O:11][CH2:12][CH:13]4[C:25]5[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=5[C:19]5[C:14]4=[CH:15][CH:16]=[CH:17][CH:18]=5)=[O:10])[CH2:5][CH2:4]3)[CH2:8]2)[C:36]2[C:31](=[N:32][CH:33]=[CH:34][N:35]=2)[CH:30]=1

Participants

Conditions

Temperature: 0 °C

Procedure

The mixture of (9H-fluoren-9-yl)methyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate (100 mg, 0.5 mmol) and 5,7-dichloropyrido[4,3-b]pyrazine (600 mg, 1.8 mmol) in dioxane was stirred at 0° C. for 30 minutes and then at room temperature for 4 hours. The mixture was concentrated, and the residue was purified by chromatography to give the title compound. MS (m/z): 498 (M+H)+.

Workup

waitat room temperature for 4 hours
concentrationThe mixture was concentrated
customthe residue was purified by chromatography

Sources & evidence

ORD record: ord-99ebc4db71114deeb945cc97856d48c9
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434726B2

Reaction notes

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