Methyl chloroformate → Methyl 5-chloro-1-((4-methylthiazol-2-yl)carbamoyl)spiro[indoline-3,3'-pyrrolidine]-1'-carboxylate

HRID 1411251Notes

Reaction equation

HRID 1411251 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:18](C)(C)C)=[O:16])[CH2:11]3)[CH2:9][NH:8][C:5]2=[CH:6][CH:7]=1.[NH2:22][C:23]1[S:24][CH:25]=[C:26]([CH3:28])[N:27]=1.Cl[C:30](OC)=[O:31]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:14][CH2:13][N:12]([C:15]([O:17][CH3:18])=[O:16])[CH2:11]3)[CH2:9][N:8]([C:30](=[O:31])[NH:22][C:23]3[S:24][CH:25]=[C:26]([CH3:28])[N:27]=3)[C:5]2=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 6586Methyl chloroformateHCID 741432-Amino-4-methylthiazoleHCID 69813251Tert-butyl 5-chlorospiro[indoline-3,3'-pyrrolidine]-1'-carboxylate

Product 1

HCID 90449643Methyl 5-chloro-1-((4-methylthiazol-2-yl)carbamoyl)spiro[indoline-3,3'-pyrrolidine]-1'-carboxylate

Procedure

The captioned compound was obtained in the form of a white solid by performing the same reactions and/or treatments as those in Examples 1, 2, and 3, with the exceptions that t-butyl 5-chlorospiro[indoline-3,3′-pyrrolidine]-1′-carboxylate was used instead of t-butyl 5-bromospiro[indoline-3,3′-pyrrolidine]-1′-carboxylate, that 2-amino-4-methylthiazole was used instead of 2-amino-5-chlorothiazole hydrochloride, and that methyl chloroformate was used instead of acetyl chloride.

Workup

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

Sources & evidence

ORD record
ord-7a6f3e8d3b8e4a08b3d387648d10d313
Source dataset
uspto-grants-2014_12
Patent number
US08921576B2

Reaction notes

Loading…