Phenylacetyl chloride → [4-chloro-2-[[(3S)-3-ethyl-4-(phenylacetyl)-1-piperazinyl]methyl]phenoxy]-acetic acid

HRID 38280Notes

Reaction equation

[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8]([OH:10])=[O:9])=[C:4]([CH2:13][N:14]2[CH2:19][CH2:18][N:17](S(C3C=CC=CC=3)(=O)=O)[C@@H:16]([CH2:29][CH3:30])[CH2:15]2)[CH:3]=1.[C:31]1([CH2:37][C:38](Cl)=[O:39])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8]([OH:10])=[O:9])=[C:4]([CH2:13][N:14]2[CH2:19][CH2:18][N:17]([C:38](=[O:39])[CH2:37][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C@@H:16]([CH2:29][CH3:30])[CH2:15]2)[CH:3]=1

Participants

Reactant 2

HCID 7679Phenylacetyl chloride

HCID 11539725HCID 11539725, compound

Product 1

HCID 11532078[4-chloro-2-[[(3S)-3-ethyl-4-(phenylacetyl)-1-piperazinyl]methyl]phenoxy]-acetic acid

Procedure

Prepared from the product from example 69 part f) and phenylacetyl chloride according to the procedure described in example 69 part g) to give the title compound as a white solid (30 mg).

Sources & evidence

ORD record: ord-24e1962e0de74cac94544196098589dd
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08524715B2

Reaction notes

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