Hydrochloric Acid → HCID 66926093, compound

HRID 2170820Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:28][CH3:29])=[C:11]([C:13]3[C:14](=[O:27])/[C:15](=[CH:20]/[CH:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)/[CH2:16][C:17]=3[O:18]C)[N:12]=2)=[CH:4][CH:3]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:28][CH3:29])=[C:11]([CH:13]3[C:14](=[O:27])/[C:15](=[CH:20]/[CH:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)/[CH2:16][C:17]3=[O:18])[N:12]=2)=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 60 °C

Procedure

To a stirred solution of 2-[2-(4-Chloro-phenyl)-5-ethyl-thiazol-4-yl]-3-methoxy-5-[1-(tetrahydro-pyran-4-yl)-meth-(E)-ylidene]-cyclopent-2-enone (85 mg, 0.19 mmol) in 1,4-dioxane (3 ml) was added 12M hydrochloric acid (32 μl, 0.38 mmol) and the reaction heated to 60° C. for 12 hours. The solvent was removed under reduced pressure and the residue purified by mass-directed preparative HPLC to give 2-[2-(4-Chloro-phenyl)-5-ethyl-thiazol-4-yl]-4-[1-(tetrahydro-pyran-4-yl)-meth-(E)-ylidene]-cyclopentane-1,3-dione (4 mg).

Workup

customThe solvent was removed under reduced pressure
customthe residue purified by mass-directed preparative HPLC

Sources & evidence

ORD record: ord-824056ee14df4e7ba6fcba0a3e08f841
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09051300B2

Reaction notes

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