Formaldehyde → 3-Difluoromethoxy-N-[4-methoxy-3-(4-methyl-piperazin-1-yl)-phenyl]-N-methyl-benzenesulfonamide Hydrochloride

HRID 1710621Notes

Reaction equation

HRID 1710621 reaction equation
[ClH:1].[F:2][CH:3]([F:30])[O:4][C:5]1[CH:6]=[C:7]([S:11]([N:14]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([N:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)[CH:17]=2)[CH3:15])(=[O:13])=[O:12])[CH:8]=[CH:9][CH:10]=1.C=O.[C:33](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>>[ClH:1].[F:30][CH:3]([F:2])[O:4][C:5]1[CH:6]=[C:7]([S:11]([N:14]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([N:24]3[CH2:25][CH2:26][N:27]([CH3:33])[CH2:28][CH2:29]3)[CH:17]=2)[CH3:15])(=[O:13])=[O:12])[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 670948603-Difluoromethoxy-N-(4-methoxy-3-piperazin-1-yl-phenyl)-N-methyl-benzene-sulfonamide Hydrochloride2×

Product 1

HCID 670948243-Difluoromethoxy-N-[4-methoxy-3-(4-methyl-piperazin-1-yl)-phenyl]-N-methyl-benzenesulfonamide Hydrochloride

Procedure

The compound was prepared by reaction of 3-difluoromethoxy-N-[4-methoxy-3-(piperazin-1-yl)-phenyl]-N-methyl-benzenesulfonamide hydrochloride (compound of example 2) with aqueous formaldehyde and sodium triacetoxyborohydride as described for example 5.

Sources & evidence

ORD record
ord-bf7309fc435b4f5ab4095b0dd9e29636
Source dataset
uspto-grants-2010_09
Patent number
US07790727B2

Reaction notes

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