1-(2,4-Bis-trifluoromethyl-benzyl)-1H-indazole-5-carbaldehyde → HCID 86659651, compound

HRID 2400888Notes

Reaction equation

HRID 2400888 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([CH:15]=O)=[CH:12][CH:13]=2)[CH:8]=[N:7]1.[O:27]=[C:28]1[N:32]([C@H:33]2[C@H:38]([OH:39])[CH2:37][CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34]2)[C:31](=[O:47])[CH2:30][S:29]1>>[F:26][C:2]([F:1])([F:25])[C:3]1[CH:20]=[C:19]([C:21]([F:22])([F:23])[F:24])[CH:18]=[CH:17][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11](/[CH:15]=[C:30]3/[C:31](=[O:47])[N:32]([C@H:33]4[C@H:38]([OH:39])[CH2:37][CH2:36][NH:35][CH2:34]4)[C:28](=[O:27])[S:29]/3)=[CH:12][CH:13]=2)[CH:8]=[N:7]1

Participants

3

Reactant 2

HCID 866545381-(2,4-Bis-trifluoromethyl-benzyl)-1H-indazole-5-carbaldehydeHCID 86659650HCID 86659650, compound

Product 1

HCID 86659651HCID 86659651, compound

Procedure

(5Z)-5-({1-[2,4-Bis(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-3-[trans-4-hydroxypiperidin-3-yl]-1,3-thiazolidine-2,4-dione was prepared from [2,4-bis(trifluoromethyl)benzyl]-1H-indazol-5-carbaldehyde (from Example 6) and 1,1-dimethylethyl trans-3-(2,4-dioxo-1,3-thiazolidin-3-yl)-4-hydroxypiperidine-1-carboxylate (from Example 270) following General Procedure F.

Sources & evidence

ORD record
ord-734a627580ba45baad9baeb63da1b3e4
Source dataset
uspto-grants-2014_08
Patent number
US08796256B2

Reaction notes

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