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

HRID 1411281Notes

Reaction equation

HRID 1411281 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[C:5]2[C:11]3([CH2:15][CH2:14][N:13]([C:16](OC(C)(C)C)=[O:17])[CH2:12]3)[CH2:10][NH:9][C:6]2=[CH:7][CH:8]=1.Cl[C:26](=[O:32])C(OCC)=O.[NH2:33][C:34]1[S:35][C:36]([O:39][CH3:40])=[CH:37][N:38]=1.[CH3:41][NH2:42].[O:43]1[CH2:47]CCC1>>[CH3:40][O:39][C:36]1[S:35][C:34]([NH:33][C:47]([N:9]2[C:6]3[C:5](=[CH:4][C:3]([C:2]([F:23])([F:1])[F:24])=[CH:8][CH:7]=3)[C:11]3([CH2:15][CH2:14][N:13]([C:16](=[O:17])[C:26]([NH:42][CH3:41])=[O:32])[CH2:12]3)[CH2:10]2)=[O:43])=[N:38][CH:37]=1

Participants

5

Reactant 4

HCID 20884Ethoxalyl chlorideHCID 203162835-Methoxy-1,3-thiazol-2-amineHCID 66615946Methylamine tetrahydrofuranHCID 90449647tert-Butyl 5-(trifluoromethyl)spiro[indoline-3,3'-pyrrolidine]-1'-carboxylate

Product 1

HCID 90449637N-(5-Methoxythiazol-2-yl)-1'-(2-(methylamino)-2-oxoacetyl)-5-(trifluoromethyl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

Procedure

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

Sources & evidence

ORD record
ord-9212317518a14c50847c98dd807314fa
Source dataset
uspto-grants-2014_12
Patent number
US08921576B2

Reaction notes

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