Tert-butoxycarbonylalanine → 1'-(2-aminopropanoyl)-5-chloro-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

HRID 1411243Notes

Reaction equation

HRID 1411243 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.C([NH:31][C@H:32]([C:34](O)=[O:35])[CH3:33])(OC(C)(C)C)=O>>[NH2:31][CH:32]([CH3:33])[C:34]([N:12]1[CH2:13][CH2:14][C:10]2([C:4]3[C:5](=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=3)[N:8]([C:15]([NH:17][C:18]3[S:19][C:20]([Cl:23])=[CH:21][N:22]=3)=[O:16])[CH2:9]2)[CH2:11]1)=[O:35]

Participants

3

Reactant 2

HCID 85082Tert-butoxycarbonylalanineHCID 904492715-chloro-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

Product 1

HCID 904498271'-(2-aminopropanoyl)-5-chloro-N-(5-chlorothiazol-2-yl)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 Examples 19 and 20, with the exceptions that 5-chloro-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide was used instead of bromo-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide, and that N-Boc alanine 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-ce356eb41d2942348064e57d295a3906
Source dataset
uspto-grants-2014_12
Patent number
US08921576B2

Reaction notes

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