Boron trifluoride etherate → N-(4-{1-[1-(2-Methoxyethyl)-1H-pyrrol-2-yl]-ethyl}-phenyl)-N-methyl-benzenesulfonamide

HRID 1452539Notes

Reaction equation

HRID 1452539 reaction equation
O[C:2]([C:13]1[CH:18]=[CH:17][C:16]([N:19]([CH3:29])[S:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)(=[O:22])=[O:21])=[CH:15][CH:14]=1)([C:4]1[N:5]([CH2:9][CH2:10][O:11][CH3:12])[CH:6]=[CH:7][CH:8]=1)[CH3:3].C([SiH](CC)CC)C.B(F)(F)F.CCOCC>>[CH3:12][O:11][CH2:10][CH2:9][N:5]1[CH:6]=[CH:7][CH:8]=[C:4]1[CH:2]([C:13]1[CH:18]=[CH:17][C:16]([N:19]([CH3:29])[S:20]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)(=[O:21])=[O:22])=[CH:15][CH:14]=1)[CH3:3]

Participants

4

Reactant 3

HCID 8000Boron trifluoride etherateHCID 12052TriethylsilaneHCID 9909725HCID 9909725, compound

Product 1

HCID 10309669N-(4-{1-[1-(2-Methoxyethyl)-1H-pyrrol-2-yl]-ethyl}-phenyl)-N-methyl-benzenesulfonamide

Procedure

The title compound was prepared from N-(4-{1-hydroxy-1-[1-(2-methox-yethyl)-1H-pyrrol-2-yl]-ethyl}-phenyl)-N-methyl-benzenesulfonamide (Example 1) using triethylsilane and boron trifluoride diethyl etherate as described in Example 88 of U.S. application Ser. No. 10/354,922, now U.S. Pat. No. 7,071,358, and provided below as Preparative Example B.

Workup

  1. custom7,071,358, and provided below as Preparative Example B

Sources & evidence

ORD record
ord-87fb5b40f912482ea1460a0a8668ecb3
Source dataset
uspto-grants-2009_01
Patent number
US07473703B2

Reaction notes

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