Cis-2-boc-hexahydropyrrolo[3,4-C]pyrrole → HCID 68428008, compound

HRID 639437Notes

Reaction equation

Cl[C:2]1[NH:3][C:4]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:8]=[CH:7][C:5]=2[N:6]=1.[C:17]([O:21][C:22]([N:24]1[CH2:31][C@@H:30]2[C@@H:26]([CH2:27][NH:28][CH2:29]2)[CH2:25]1)=[O:23])([CH3:20])([CH3:19])[CH3:18]>CN1CCCC1=O>[C:17]([O:21][C:22]([N:24]1[CH2:25][C@@H:26]2[C@@H:30]([CH2:29][N:28]([C:2]3[NH:3][C:4]4[CH:10]=[C:9]([C:11]5[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=5)[CH:8]=[CH:7][C:5]=4[N:6]=3)[CH2:27]2)[CH2:31]1)=[O:23])([CH3:20])([CH3:18])[CH3:19]

Participants

Conditions

Temperature: 150 °C

Procedure

2-Chloro-5-phenylbenzimidazole (34 mg) was added to the N-methylpyrrolidone solution (0.2 mL) containing 3-tert-butoxycarbonyl-cis-3,7-diazabicyclo[3.3.0]octane (62 mg), followed by stirring at 150° C. for 4 hrs. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was separated and purified on a silica-gel column chromatograph (C-300, chloroform:THF=4:1) to give the title compound (29 mg).

Workup

temperatureThe reaction mixture was cooled to room temperature
concentrationconcentrated under reduced pressure
customThe residue was separated
custompurified on a silica-gel column chromatograph (C-300, chloroform:THF=4:1)

Sources & evidence

ORD record: ord-bd17640d57414f1eb9d8132dc9f1a60c
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07691860B2

Reaction notes

Loading…