Ethanolamine → HCID 86659702, compound

HRID 2400977Notes

Reaction equation

HRID 2400977 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12](/[CH:16]=[C:17]4/[C:18](=[O:23])[NH:19][C:20](=[O:22])[S:21]/4)=[CH:13][CH:14]=3)[CH:9]=[N:8]2)=[C:4]([C:26]([F:29])([F:28])[F:27])[CH:3]=1.Br[CH2:31][C:32]1[CH:44]=[CH:43][C:35]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])=[CH:34][CH:33]=1.C(CN)O>>[C:39]([O:38][C:36](=[O:37])[C:35]1[CH:34]=[CH:33][C:32]([CH2:31][N:19]2[C:18](=[O:23])/[C:17](=[CH:16]/[C:12]3[CH:11]=[C:10]4[C:15](=[CH:14][CH:13]=3)[N:7]([CH2:6][C:5]3[CH:24]=[CH:25][C:2]([Cl:1])=[CH:3][C:4]=3[C:26]([F:27])([F:29])[F:28])[N:8]=[CH:9]4)/[S:21][C:20]2=[O:22])=[CH:44][CH:43]=1)([CH3:42])([CH3:41])[CH3:40]

Participants

4

Reactant 3

HCID 700EthanolamineHCID 11414578Tert-butyl 4-(bromomethyl)benzoateHCID 86659608HCID 86659608, compound

Product 1

HCID 86659702HCID 86659702, compound

Procedure

4-{[(5Z)-5-({1-[4-Chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]methyl}benzoic acid tert-butyl ester was prepared from [(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidine (from Example 1) and tert-butyl 4-bromomethyl-benzoate (in place of tert-butyl bromoacetate) following General Procedure I, and converted to the corresponding ethanolamine salt following General Procedure T.

Sources & evidence

ORD record
ord-a182179eeff74ba790a6c3f36655df8f
Source dataset
uspto-grants-2014_08
Patent number
US08796256B2

Reaction notes

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