(2R)-2-(Acetyloxy)propanoyl chloride → (2R)-1-(5-chloro-1-((5-chlorothiazol-2-yl)carbamoyl)spiro[indoline-3,3'-pyrrolidin]-1'-yl)-1-oxopropan-2-yl acetate

HRID 1411246Notes

Reaction equation

HRID 1411246 reaction equation
[C:1]([O:4][C@H:5]([CH3:9])[C:6](Cl)=[O:7])(=[O:3])[CH3:2].[Cl:10][C:11]1[CH:12]=[C:13]2[C:19]3([CH2:23][CH2:22][NH:21][CH2:20]3)[CH2:18][N:17]([C:24]([NH:26][C:27]3[S:28][C:29]([Cl:32])=[CH:30][N:31]=3)=[O:25])[C:14]2=[CH:15][CH:16]=1>>[C:1]([O:4][C@H:5]([CH3:9])[C:6]([N:21]1[CH2:22][CH2:23][C:19]2([C:13]3[C:14](=[CH:15][CH:16]=[C:11]([Cl:10])[CH:12]=3)[N:17]([C:24](=[O:25])[NH:26][C:27]3[S:28][C:29]([Cl:32])=[CH:30][N:31]=3)[CH2:18]2)[CH2:20]1)=[O:7])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 15557611(2R)-2-(Acetyloxy)propanoyl chlorideHCID 904492715-chloro-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

Product 1

HCID 89520787(2R)-1-(5-chloro-1-((5-chlorothiazol-2-yl)carbamoyl)spiro[indoline-3,3'-pyrrolidin]-1'-yl)-1-oxopropan-2-yl acetate

Procedure

The captioned compound was obtained in the form of a white solid by performing the same reactions and/or treatments as those in Step 1 of Example 17, with the exceptions that (R)-2-acetoxypropionic acid chloride was used instead of acetoxyacetic acid chloride, and 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.

Workup

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

Sources & evidence

ORD record
ord-03bef8bba67242fc82d9eb31dfb1c50d
Source dataset
uspto-grants-2014_12
Patent number
US08921576B2

Reaction notes

Loading…