Acetoxyacetyl chloride → HCID 90449526, compound

HRID 1411244Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C@@:10]3([CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11]3)[CH2:9][N:8]([C:22](=[O:30])[NH:23][C:24]3[S:25][C:26]([Cl:29])=[CH:27][N:28]=3)[C:5]2=[CH:6][CH:7]=1.[C:31]([O:34][CH2:35][C:36](Cl)=[O:37])(=[O:33])[CH3:32]>>[C:31]([O:34][CH2:35][C:36]([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:22](=[O:30])[NH:23][C:24]3[S:25][C:26]([Cl:29])=[CH:27][N:28]=3)[CH2:9]2)[CH2:11]1)=[O:37])(=[O:33])[CH3:32]

Participants

Reactant 2

HCID 26297Acetoxyacetyl chloride

HCID 90449486HCID 90449486, compound

Product 1

HCID 90449526HCID 90449526, compound

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 2 and 3, with the exceptions that (S)-t-butyl 5-chloro-1-((5-chlorothiazol-2-yl)carbamoyl)spiro[indoline-3,3′-pyrrolidine]-1′-carboxylate was used instead of t-butyl 5-bromo-1-((5-chlorothiazol-2-yl)carbamoyl)spiro[indoline-3,3′-pyrrolidine]-1′-carboxylate, and that acetoxyacetyl chloride was used instead of acetyl chloride.

Workup

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

Sources & evidence

ORD record: ord-b9025c4bd90e41ca9ae0a288cb80924f
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921576B2

Reaction notes

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