(2S)-1-Methyl-2-pyrrolidinemethanol → (5Z)-5-({3-Chloro-1-[4-chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}-methylidene)-3-{[(2S)-1-methylpyrrolidin-2-yl]methyl}-1,3-thiazolidine-2,4-dione

HRID 2400903Notes

Reaction equation

HRID 2400903 reaction equation
[Cl:1][C:2]1[CH:30]=[CH:29][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12](/[CH:16]=[C:17]4/[C:18](=[O:27])[N:19]([CH2:23][C:24](O)=O)[C:20](=[O:22])[S:21]/4)=[CH:13][CH:14]=3)[C:9]([Cl:28])=[N:8]2)=[C:4]([C:31]([F:34])([F:33])[F:32])[CH:3]=1.[CH3:35][N:36]1C[CH2:39][CH2:38][C@H:37]1CO>>[Cl:28][C:9]1[C:10]2[C:15](=[CH:14][CH:13]=[C:12](/[CH:16]=[C:17]3/[C:18](=[O:27])[N:19]([CH2:23][C@@H:24]4[CH2:39][CH2:38][CH2:37][N:36]4[CH3:35])[C:20](=[O:22])[S:21]/3)[CH:11]=2)[N:7]([CH2:6][C:5]2[CH:29]=[CH:30][C:2]([Cl:1])=[CH:3][C:4]=2[C:31]([F:34])([F:32])[F:33])[N:8]=1

Participants

3

Reactant 2

HCID 643492(2S)-1-Methyl-2-pyrrolidinemethanolHCID 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 acid

Product 1

HCID 58530700(5Z)-5-({3-Chloro-1-[4-chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}-methylidene)-3-{[(2S)-1-methylpyrrolidin-2-yl]methyl}-1,3-thiazolidine-2,4-dione

Procedure

(5Z)-5-({3-Chloro-1-[4-chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}-methylidene)-3-{[(2S)-1-methylpyrrolidin-2-yl]methyl}-1,3-thiazolidine-2,4-dione was prepared from [(5Z)-5-({3-chloro-1-[4-chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidine (from Example 287) and (2S)-(−)-1-methyl-2-pyrrolidinemethanol following General Procedure J.

Sources & evidence

ORD record
ord-f41d8eb69aef44cd8d262465506fb30a
Source dataset
uspto-grants-2014_08
Patent number
US08796256B2

Reaction notes

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