1-methyl-2-(tributylstannyl)-1H-pyrrole → 1-[1-(4-Fluorophenethyl)-piperidin-4-yl]-6-(1-methylpyrrol-2-yl)indoline

HRID 1790463Notes

Reaction equation

HRID 1790463 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20](Br)[CH:21]=4)[CH2:16][CH2:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:26][N:27]1[CH:31]=[CH:30][CH:29]=[C:28]1[Sn](CCCC)(CCCC)CCCC>>[F:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([C:28]5[N:27]([CH3:26])[CH:31]=[CH:30][CH:29]=5)[CH:21]=4)[CH2:16][CH2:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27693971-methyl-2-(tributylstannyl)-1H-pyrroleHCID 220378891-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindoline

Product 1

HCID 220379101-[1-(4-Fluorophenethyl)-piperidin-4-yl]-6-(1-methylpyrrol-2-yl)indolineYield 16%

Procedure

1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindoline (0.1 g) and 1-methyl-2-tributylstannylpyrrole (0.37 g) synthesized in accordance with the method described in Tetrahedron Lett., 4407 (1986). were treated as in Production Example 13-2 to give the title compound (0.016 g) as a yellow oil (yield: 15.8%).

Workup

  1. additionwere treated as in Production Example 13-2

Sources & evidence

ORD record
ord-dc576177fc81464e9394638c7b608ad8
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

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