N,N-Dimethylglycine → 5-chloro-N-(5-chlorothiazol-2-yl)-1'-(2-(dimethylamino)acetyl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

HRID 1411242Notes

Reaction equation

HRID 1411242 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:14][CH2:13][NH:12][CH2:11]3)[CH2:9][N:8]([C:15]([NH:17][C:18]3[S:19][C:20]([Cl:23])=[CH:21][N:22]=3)=[O:16])[C:5]2=[CH:6][CH:7]=1.[CH3:24][N:25]([CH3:30])[CH2:26][C:27](O)=[O:28]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:14][CH2:13][N:12]([C:27](=[O:28])[CH2:26][N:25]([CH3:30])[CH3:24])[CH2:11]3)[CH2:9][N:8]([C:15]([NH:17][C:18]3[S:19][C:20]([Cl:23])=[CH:21][N:22]=3)=[O:16])[C:5]2=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 673N,N-DimethylglycineHCID 904492715-chloro-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

Product 1

HCID 904496175-chloro-N-(5-chlorothiazol-2-yl)-1'-(2-(dimethylamino)acetyl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

Procedure

The captioned compound was obtained in the form of a white solid by performing the same reactions and/or treatments as those in Example 19, with the exceptions that 5-chloro-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide was used instead of 5-bromo-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide, and that N,N-dimethyl glycine was used instead of N-Boc glycine.

Workup

  1. customThe captioned compound was obtained in the form of a white solid

Sources & evidence

ORD record
ord-01d69f9a10834c3bae225de5f99d4ec3
Source dataset
uspto-grants-2014_12
Patent number
US08921576B2

Reaction notes

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