Hydrochloric Acid → 2-(4-(Pyridin-2-yl)but-3-ynyl)benzo[d]oxazole hydrochloride

HRID 422262Notes

Reaction equation

[ClH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]#[C:9][CH2:10][CH2:11][C:12]1[O:13][C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[N:16]=1>O1CCOCC1>[ClH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]#[C:9][CH2:10][CH2:11][C:12]1[O:13][C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[N:16]=1

Participants

Conditions

Temperature: 0 °C

Procedure

A solution of HCl in dioxane (4.65 mL, 0.8 M, 3.72 mmol) was added to a solution of 2-(4-(pyridin-2-yl)but-3-ynyl)benzo[d]oxazole (923 mg, 3.72 mmol) in dioxane (50 mL). The resulting suspension was cooled at 0° C. for 1 hour and was filtered. The precipitate was washed twice with dioxane and dried under vacuum to yield 2-(4-(pyridin-2-yl)but-3-ynyl)benzo[d]oxazole hydrochloride (830 mg, 2.91 mmol, 78%) as a white solid (M.P.=143.5-145° C.).

Workup

filtrationwas filtered
washThe precipitate was washed twice with dioxane
customdried under vacuum

Sources & evidence

ORD record: ord-33b683eae7624e01bfe29dc3b3bb888f
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08101637B2

Reaction notes

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