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

HRID 2092198Notes

Reaction equation

HRID 2092198 reaction equation
[N:1]1([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4][CH:3]2[CH2:6][NH:7][CH2:8][CH:2]12.I[C:17]1[CH:18]=[CH:19][CH:20]=[C:21]2[C:26]=1[N:25]=[CH:24][C:23]([S:27]([C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:31]=1)(=[O:29])=[O:28])=[CH:22]2>>[F:39][C:36]([F:37])([F:38])[C:32]1[CH:31]=[C:30]([S:27]([C:23]2[CH:24]=[N:25][C:26]3[C:21]([CH:22]=2)=[CH:20][CH:19]=[CH:18][C:17]=3[N:7]2[CH2:6][CH:3]3[CH:2]([N:1]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]3)[CH2:8]2)(=[O:29])=[O:28])[CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 44474550tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylateHCID 673135118-Iodo-3-(3-(trifluoromethyl)phenylsulfonyl)quinoline

Product 1

HCID 68728985tert-butyl 5-(3-(3-(trifluoromethyl)phenylsulfonyl)quinolin-8-yl)hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylateYield 56%

Procedure

The title compound was prepared by analogy to the procedure of Example 1.3, except using tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate and 8-iodo-3-(3-(trifluoromethyl)phenylsulfonyl)quinoline. 133 mg (56%) of the title compound were obtained as a pale yellow solid.

Workup

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

Sources & evidence

ORD record
ord-ebe6b73bde304becaf8cd8c831a9aafa
Source dataset
uspto-grants-2013_05
Patent number
US08440694B2

Reaction notes

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