Hydrochloric Acid → 2-(2,6-difluoro-4-(2-((1S,2R)-2-(1-(5-methoxypyrimidin-2-yl)piperidin-4-yl)cyclopropyl)ethoxy)phenyl)acetic acid

HRID 1474722Notes

Reaction equation

[F:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][C@@H:11]2[CH2:13][C@@H:12]2[CH:14]2[CH2:19][CH2:18][N:17]([C:20]3[N:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][N:21]=3)[CH2:16][CH2:15]2)[CH:5]=[C:4]([F:28])[C:3]=1[CH2:29][C:30]([O:32]C(C)(C)C)=[O:31].Cl>C(Cl)Cl>[F:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][C@@H:11]2[CH2:13][C@@H:12]2[CH:14]2[CH2:19][CH2:18][N:17]([C:20]3[N:21]=[CH:22][C:23]([O:26][CH3:27])=[CH:24][N:25]=3)[CH2:16][CH2:15]2)[CH:5]=[C:4]([F:28])[C:3]=1[CH2:29][C:30]([OH:32])=[O:31]

Participants

Conditions

Temperature: 35 °C

Procedure

Tert-butyl 2-(2,6-difluoro-4-(2-((1S,2R)-2-(1-(5-methoxypyrimidin-2-yl)piperidin-4-yl)cyclopropyl)ethoxy)phenyl)acetate (1.87 g, 3.71 mmol) was dissolved in DCM (10 ml) and hydrochloric acid (9.28 ml, 4 M solution in dioxane, 37.1 mmol) was added. The mixture was stirred at 35° C. for 5 h. The volatiles were removed under reduced pressure to afford the titled compound. LC/MS (m/z): 448 (M+H)+.

Workup

customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record: ord-56f221c4afdd4cdc9181a71a9795736f
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09018224B2

Reaction notes

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