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

HRID 1411277Notes

Reaction equation

HRID 1411277 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:14][CH2:13][N:12]([C:15]([O:17]C(C)(C)C)=O)[CH2:11]3)[CH2:9][NH:8][C:5]2=[CH:6][CH:7]=1.Cl[C:23](=[O:29])C(OCC)=O.[NH2:30][C:31]1[S:32][C:33]([O:36][CH3:37])=[CH:34][N:35]=1.[CH3:38][NH2:39].[O:40]1[CH2:44]CCC1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:14][CH2:13][N:12]([C:15](=[O:17])[C:44]([NH:39][CH3:38])=[O:40])[CH2:11]3)[CH2:9][N:8]([C:23]([NH:30][C:31]3[S:32][C:33]([O:36][CH3:37])=[CH:34][N:35]=3)=[O:29])[C:5]2=[CH:6][CH:7]=1

Participants

5

Reactant 4

HCID 20884Ethoxalyl chlorideHCID 203162835-Methoxy-1,3-thiazol-2-amineHCID 66615946Methylamine tetrahydrofuranHCID 69813251Tert-butyl 5-chlorospiro[indoline-3,3'-pyrrolidine]-1'-carboxylate

Product 1

HCID 904498635-Chloro-N-(5-methoxythiazol-2-yl)-1'-(2-(methylamino)-2-oxoacetyl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

Procedure

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

Sources & evidence

ORD record
ord-0e524ce8c79345bfbda7acc2410d8eac
Source dataset
uspto-grants-2014_12
Patent number
US08921576B2

Reaction notes

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