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

HRID 2400959Notes

Reaction equation

HRID 2400959 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.[C:13]([C:15]1[CH:42]=[CH:41][C:18]([CH2:19][N:20]2[C:28]3[C:23](=[CH:24][C:25](/[CH:29]=C4/C(=O)N(CC(O)=O)C(=O)S/4)=[CH:26][CH:27]=3)[CH:22]=[N:21]2)=[C:17]([C:43]([F:46])([F:45])[F:44])[CH:16]=1)#[N:14]>>[C:13]([C:15]1[CH:42]=[CH:41][C:18]([CH2:19][N:20]2[C:28]3[C:23](=[CH:24][C:25](/[CH:29]=[C:4]4/[C:5](=[O:12])[N:6]([NH:7][S:8]([CH3:11])(=[O:10])=[O:9])[C:2](=[O:1])[S:3]/4)=[CH:26][CH:27]=3)[CH:22]=[N:21]2)=[C:17]([C:43]([F:46])([F:45])[F:44])[CH:16]=1)#[N:14]

Participants

3

Reactant 2

HCID 58530455[(5Z)-5-({1-[4-Cyano-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acidHCID 86659694N-(2,4-dioxothiazolidin-3-yl)methanesulfonamide

Product 1

HCID 86659695N-[(5Z)-5-({1-[4-Cyano-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]methanesulfonamide

Procedure

N-[(5Z)-5-({1-[4-Cyano-2-(trifluoromethyl)benzyl]-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 [4-cyano-2-(trifluoromethyl)benzyl]-1H-indazol-5-carbaldehyde (from Example 346) following General Procedure E.

Sources & evidence

ORD record
ord-bd716b794fe94bc0b10d7e44857bd7b0
Source dataset
uspto-grants-2014_08
Patent number
US08796256B2

Reaction notes

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