tert-butyl 1,1-dioxo-1,2,5-thiadiazolidine-2-carboxylate → HCID 58530770, compound

HRID 2400931Notes

Reaction equation

HRID 2400931 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12](/[CH:16]=[C:17]4/[C:18](=[O:26])[N:19]([CH2:23][CH2:24]O)[C:20](=[O:22])[S:21]/4)=[CH:13][CH:14]=3)[CH:9]=[N:8]2)=[C:4]([C:29]([F:32])([F:31])[F:30])[CH:3]=1.C(OC([N:40]1[CH2:44][CH2:43][NH:42][S:41]1(=[O:46])=[O:45])=O)(C)(C)C>>[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12](/[CH:16]=[C:17]4/[C:18](=[O:26])[N:19]([CH2:23][CH2:24][N:40]5[CH2:44][CH2:43][NH:42][S:41]5(=[O:46])=[O:45])[C:20](=[O:22])[S:21]/4)=[CH:13][CH:14]=3)[CH:9]=[N:8]2)=[C:4]([C:29]([F:31])([F:30])[F:32])[CH:3]=1

Participants

3

Reactant 2

HCID 15473621tert-butyl 1,1-dioxo-1,2,5-thiadiazolidine-2-carboxylateHCID 86659682HCID 86659682, compound

Product 1

HCID 58530770HCID 58530770, compound

Procedure

(5Z)-5-({1-[4-Chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-3-[2-(1,1-dioxido-1,2,5-thiadiazolidin-2-yl)ethyl]-1,3-thiazolidine-2,4-dione was prepared from (5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylene)-3-(2-hydroxyethyl)thiazolidine-2,4-dione and 1,1-dioxo-1λ6-[1,2,5]thiadiazolidine-2-carboxylic acid tert-butyl ester (compound described in Chemistry—A European Journal 2004, 10(22), 5581-5606) according to General Procedure C followed by deprotection (Procedure M).

Sources & evidence

ORD record
ord-8c8f3d0092bd4941b3c3724a0aca439e
Source dataset
uspto-grants-2014_08
Patent number
US08796256B2

Reaction notes

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