HCID 14457752, compound → HCID 24966679, compound

HRID 1693126Notes

Reaction equation

HRID 1693126 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[CH:8]=[CH:7][C:6]=1[NH2:17])(=[O:4])=[O:3].[F:18][C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[CH:25]=[C:24]([S:29](Cl)(=[O:31])=[O:30])[CH:23]=[CH:22]2>ClCCl.CN(C1C=CN=CC=1)C>[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([C:11]2[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=2)[CH:8]=[CH:7][C:6]=1[NH:17][S:29]([C:24]1[CH:23]=[CH:22][C:21]2[C:26](=[CH:27][CH:28]=[C:19]([F:18])[CH:20]=2)[CH:25]=1)(=[O:30])=[O:31])(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 14457752HCID 14457752, compoundHCID 59759965HCID 59759965, compound

Product 1

HCID 24966679HCID 24966679, compoundYield 35.5%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-methanesulfonyl-4-pyridin-4-yl-phenylamine (cf. Example 20c, 0.27 g) and 6-fluoro-naphthalene-2-sulfonyl chloride (0.148 g; cf. Brown, George Robert; Stokes, Elaine Sophie Elisabeth; Waterson, David; Wood, Robin. WO 9706802) in dichloromethane (1.0 ml) was added DMAP (0.037 g). The reaction mixture was stirred at rt for 2 h and directly chromatographed on silica gel using heptane/ethyl acetate as eluent to produce the title compound (0.098 g) as a colorless foam. MS (ISP): 457.3 (M+H)+

Workup

  1. customdirectly chromatographed on silica gel

Sources & evidence

ORD record
ord-19f111ce3941476da7ec78db2e6dc306
Source dataset
uspto-grants-2012_04
Patent number
US08158655B2

Reaction notes

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