N-(2,4-dioxothiazolidin-3-yl)methanesulfonamide → N-[(5Z)-5-({1-[2,4-Bis(trifluoromethyl)benzyl]-3-cyano-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]methanesulfonamide

HRID 2400972Notes

Reaction equation

HRID 2400972 reaction equation
[O:1]=[C:2]1[N:6]([NH:7][S:8]([CH3:11])(=[O:10])=[O:9])[C:5](=[O:12])[CH2:4][S:3]1.[F:13][C:14]([F:40])([F:39])[C:15]1[CH:34]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:32]=[CH:31][C:16]=1[CH2:17][N:18]1[C:26]2[C:21](=[CH:22][C:23]([CH:27]=O)=[CH:24][CH:25]=2)[C:20]([C:29]#[N:30])=[N:19]1>>[F:40][C:14]([F:13])([F:39])[C:15]1[CH:34]=[C:33]([C:35]([F:36])([F:37])[F:38])[CH:32]=[CH:31][C:16]=1[CH2:17][N:18]1[C:26]2[C:21](=[CH:22][C:23](/[CH:27]=[C:4]3/[C:5](=[O:12])[N:6]([NH:7][S:8]([CH3:11])(=[O:10])=[O:9])[C:2](=[O:1])[S:3]/3)=[CH:24][CH:25]=2)[C:20]([C:29]#[N:30])=[N:19]1

Participants

3

Reactant 2

HCID 86659694N-(2,4-dioxothiazolidin-3-yl)methanesulfonamideHCID 866597001-[2,4-bis(trifluoromethyl)benzyl]-3-cyano-1H-indazol-5-carbaldehyde

Product 1

HCID 58530438N-[(5Z)-5-({1-[2,4-Bis(trifluoromethyl)benzyl]-3-cyano-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]methanesulfonamide

Procedure

N-[(5Z)-5-({1-[2,4-Bis(trifluoromethyl)benzyl]-3-cyano-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]methanesulfonamide was prepared from N-(2,4-dioxothiazolidin-3-yl)methanesulfonamide (from Example 360) and 1-[2,4-bis(trifluoromethyl)benzyl]-3-cyano-1H-indazol-5-carbaldehyde following General Procedure F.

Sources & evidence

ORD record
ord-15a99d35b7404bd4a8c1502827c7a169
Source dataset
uspto-grants-2014_08
Patent number
US08796256B2

Reaction notes

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