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

HRID 2400964Notes

Reaction equation

HRID 2400964 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.[Cl:13][C:14]1[CH:42]=[CH:41][C:17]([CH2:18][N:19]2[C:27]3[C:22](=[CH:23][C:24](/[CH:28]=C4/C(=O)N(CC(O)=O)C(=O)S/4)=[CH:25][CH:26]=3)[C:21]([Cl:40])=[N:20]2)=[C:16]([C:43]([F:46])([F:45])[F:44])[CH:15]=1>>[Cl:40][C:21]1[C:22]2[C:27](=[CH:26][CH:25]=[C:24](/[CH:28]=[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:23]=2)[N:19]([CH2:18][C:17]2[CH:41]=[CH:42][C:14]([Cl:13])=[CH:15][C:16]=2[C:43]([F:44])([F:45])[F:46])[N:20]=1

Participants

3

Reactant 2

HCID 58530566[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-chloro-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 58530674N-[(5Z)-5-({3-Chloro-1-[4-chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]methanesulfonamide

Procedure

N-[(5Z)-5-({3-Chloro-1-[4-chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]methanesulfonamide was prepared from N-(2,4-dioxo-thiazolidin-3-yl)-methanesulfonamide (from Example 360) and 1-[4-chloro-2-(trifluoromethyl)benzyl]-3-chloro-1H-indazol-5-carbaldehyde (from Example 287) following General Procedure F.

Sources & evidence

ORD record
ord-46d4f451bc4a4ae2a080d2b9b5ac0c56
Source dataset
uspto-grants-2014_08
Patent number
US08796256B2

Reaction notes

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