Methyl{3-[s-methyl-n-(trifluoroacetyl)sulfonimidoyl]phenyl}acetate → methyl {3-[N-({6-amino-5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]pyridin-3-yl}carbonyl)-S-methylsulfonimidoyl]phenyl}acetate

HRID 391611Notes

Reaction equation

HRID 391611 reaction equation
[NH2:1][C:2]1[C:10]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([NH:19][C:20]([C:22]3[N:26]([CH3:27])[N:25]=[C:24]([CH3:28])[CH:23]=3)=[O:21])[CH:14]=2)=[CH:9]C(C(O)=O)=[CH:4][N:3]=1.[CH3:29][S:30]([C:39]1[CH:40]=[C:41]([CH2:45][C:46]([O:48][CH3:49])=[O:47])[CH:42]=[CH:43][CH:44]=1)(=[N:32][C:33](=[O:38])[C:34](F)(F)F)=[O:31]>>[NH2:1][C:2]1[N:3]=[CH:4][C:34]([C:33]([N:32]=[S:30]([C:39]2[CH:40]=[C:41]([CH2:45][C:46]([O:48][CH3:49])=[O:47])[CH:42]=[CH:43][CH:44]=2)([CH3:29])=[O:31])=[O:38])=[CH:9][C:10]=1[C:11]#[C:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([NH:19][C:20]([C:22]2[N:26]([CH3:27])[N:25]=[C:24]([CH3:28])[CH:23]=2)=[O:21])[CH:14]=1

Participants

3

Reactant 2

HCID 57657827Methyl{3-[s-methyl-n-(trifluoroacetyl)sulfonimidoyl]phenyl}acetateHCID 576578676-Amino-5-{3-[(2,5-dimethyl-2H-pyrazole-3-carbonyl)-amino]-phenylethynyl}-nicotinic acid

Product 1

HCID 57657942methyl {3-[N-({6-amino-5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]pyridin-3-yl}carbonyl)-S-methylsulfonimidoyl]phenyl}acetate

Procedure

In a manner similar to that described in Example 496 (step 5), 6-amino-5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]nicotinic acid and methyl {3-[S-methyl-N-(trifluoroacetyl)sulfonimidoyl]phenyl}acetate were reacted to give the title compound

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-af840711d82e4d3bae944c1ed2dfb980
Source dataset
uspto-grants-2013_02
Patent number
US08383825B2

Reaction notes

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