Methoxyacetyl chloride → (R)-5-chloro-N-(5-chlorothiazol-2-yl)-1'-(2-methoxyacetyl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

HRID 1411245Notes

Reaction equation

HRID 1411245 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.BrC1C=C2C3(CCNC3)CN(C(NC3SC(Cl)=CN=3)=O)C2=CC=1.[CH3:47][O:48][CH2:49][C:50](Cl)=[O:51]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C@@:10]3([CH2:14][CH2:13][N:12]([C:50](=[O:51])[CH2:49][O:48][CH3:47])[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

4

Reactant 3

HCID 96623Methoxyacetyl chlorideHCID 71522964HCID 71522964, compoundHCID 90449996(R)-5-chloro-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3'-pyrrolidine]-1-carboxamide

Product 1

HCID 89520789(R)-5-chloro-N-(5-chlorothiazol-2-yl)-1'-(2-methoxyacetyl)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 3, with the exceptions that the (R)-5-chloro-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide obtained as an intermediate of Example 52 was used instead of 5-bromo-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide, and that methoxyacetyl chloride 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-50599f3f150548a7800b4ac88e1e7cd0
Source dataset
uspto-grants-2014_12
Patent number
US08921576B2

Reaction notes

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