tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate → tert-butyl 5-(3-(4-fluorophenylsulfonyl)quinolin-8-yl)hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate

HRID 2092192Notes

Reaction equation

HRID 2092192 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:12]=[N:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][C:15]=3I)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[N:22]1([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:26][CH2:25][CH:24]2[CH2:27][NH:28][CH2:29][CH:23]12>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:12]=[N:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][C:15]=3[N:28]2[CH2:27][CH:24]3[CH:23]([N:22]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:26][CH2:25]3)[CH2:29]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 44474550tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylateHCID 687297903-(4-Fluorophenylsulfonyl)-8-iodoquinoline

Product 1

HCID 25196384tert-butyl 5-(3-(4-fluorophenylsulfonyl)quinolin-8-yl)hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylateYield 69%

Procedure

The title compound was prepared by analogy to the procedure of Example 1.3, except using 3-(4-fluorophenylsulfonyl)-8-iodoquinoline and tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate. 250 mg (69%) of the title compound were obtained as a pale yellow oil.

Workup

  1. customThe title compound was prepared by analogy to the procedure of Example 1.3

Sources & evidence

ORD record
ord-2e7d62113d334447b3245d5eeaea3ee4
Source dataset
uspto-grants-2013_05
Patent number
US08440694B2

Reaction notes

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