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

HRID 1411280Notes

Reaction equation

HRID 1411280 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[CH:39]=[N:38][C:37]([CH3:40])=[CH:36][N:35]=1.[CH3:41][NH2:42].[O:43]1[CH2:47]CCC1>>[CH3:41][NH:42][C:26](=[O:32])[C:16]([N:13]1[CH2:14][CH2:15][C:11]2([C:5]3[C:6](=[CH:7][CH:8]=[C:3]([C:2]([F:23])([F:1])[F:24])[CH:4]=3)[N:9]([C:47]([NH:33][C:34]3[CH:39]=[N:38][C:37]([CH3:40])=[CH:36][N:35]=3)=[O:43])[CH2:10]2)[CH2:12]1)=[O:17]

Participants

5

Reactant 4

HCID 20884Ethoxalyl chlorideHCID 3132155-Methylpyrazin-2-amineHCID 66615946Methylamine tetrahydrofuranHCID 90449647tert-Butyl 5-(trifluoromethyl)spiro[indoline-3,3'-pyrrolidine]-1'-carboxylate

Product 1

HCID 904496491'-(2-(Methylamino)-2-oxoacetyl)-N-(5-methylpyrazin-2-yl)-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-methylpyrazine, and a solution of methylamine-tetrahydrofuran)

Sources & evidence

ORD record
ord-a83d33fb92814a01af7a69bc880a48fd
Source dataset
uspto-grants-2014_12
Patent number
US08921576B2

Reaction notes

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