3-(3-Fluorophenylsulfonyl)-8-iodoquinoline → 8-(5-benzyl-1H-pyrrolo[3,4-c]pyridin-2(3H,3aH,4H,5H,6H,7H,7aH)-yl)-3-(3-fluorophenylsulfonyl)quinoline

HRID 2068153Notes

Reaction equation

HRID 2068153 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([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:5]=[CH:6][CH:7]=1.[Cl-].[CH2:23]([NH+:30]1[CH2:35][CH2:34][CH:33]2[CH2:36][NH2+:37][CH2:38][CH:32]2[CH2:31]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[Cl-]>>[CH2:23]([N:30]1[CH2:35][CH2:34][CH:33]2[CH2:36][N:37]([C:15]3[CH:16]=[CH:17][CH:18]=[C:19]4[C:14]=3[N:13]=[CH:12][C:11]([S:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)(=[O:10])=[O:9])=[CH:20]4)[CH2:38][CH:32]2[CH2:31]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 673141573-(3-Fluorophenylsulfonyl)-8-iodoquinolineHCID 866476885-benzyloctahydro-1H-pyrrolo[3,4-c]pyridine-2,5-diium chloride

Product 1

HCID 687255008-(5-benzyl-1H-pyrrolo[3,4-c]pyridin-2(3H,3aH,4H,5H,6H,7H,7aH)-yl)-3-(3-fluorophenylsulfonyl)quinoline

Procedure

0.367 g of 8-(5-benzyl-1H-pyrrolo[3,4-c]pyridin-2(3H,3aH,4H,5H,6H,7H,7aH)-yl)-3-(3-fluorophenylsulfonyl)quinoline were prepared by analogy to the method of Example 27 by coupling of 3-(3-fluorophenylsulfonyl)-8-iodoquinoline with 5-benzyloctahydro-1H-pyrrolo[3,4-c]pyridine-2,5-diium chloride

Sources & evidence

ORD record
ord-b81f8429fab347d7bb3903c3885a655e
Source dataset
uspto-grants-2012_10
Patent number
US08293913B2

Reaction notes

Loading…