Ethoxalyl chloride → 5-Chloro-N-(5-fluorothiazol-2-yl)-1'-(2-(methylamino)-2-oxoacetyl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

HRID 1411279Notes

Reaction equation

HRID 1411279 reaction equation
C([C:3]1[CH:4]=[C:5]2[C:11]3([CH2:15][CH2:14][N:13]([C:16]([O:18]C(C)(C)C)=O)[CH2:12]3)[CH2:10][NH:9][C:6]2=[CH:7][CH:8]=1)#N.Cl[C:24](=[O:30])C(OCC)=O.[ClH:31].[NH2:32][C:33]1[S:34][C:35]([F:38])=[CH:36][N:37]=1.[CH3:39][NH2:40].[O:41]1[CH2:45]CCC1>>[Cl:31][C:3]1[CH:4]=[C:5]2[C:11]3([CH2:15][CH2:14][N:13]([C:16](=[O:18])[C:45]([NH:40][CH3:39])=[O:41])[CH2:12]3)[CH2:10][N:9]([C:24]([NH:32][C:33]3[S:34][C:35]([F:38])=[CH:36][N:37]=3)=[O:30])[C:6]2=[CH:7][CH:8]=1

Participants

5

Reactant 4

HCID 20884Ethoxalyl chlorideHCID 118589315-Fluoro-1,3-thiazol-2-amine hydrochlorideHCID 66615946Methylamine tetrahydrofuranHCID 90449761t-Butyl 5-cyanospiro[indoline-3,3'-pyrrolidine]-1'-carboxylate

Product 1

HCID 904496505-Chloro-N-(5-fluorothiazol-2-yl)-1'-(2-(methylamino)-2-oxoacetyl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

Procedure

(t-Butyl 5-cyanospiro[indoline-3,3′-pyrrolidine]-1′-carboxylate, ethyl chloroglyoxylate, 2-amino-5-fluorothiazole hydrochloride, and a solution of methylamine-tetrahydrofuran)

Sources & evidence

ORD record
ord-05a685bd15b24d48acd7b9098021d288
Source dataset
uspto-grants-2014_12
Patent number
US08921576B2

Reaction notes

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