Hydrochloric Acid → 5-Bromo-2-(4-phenethylthiazol-2-ylamino)pyridin-4-ol hydrochloride

HRID 911065Notes

Reaction equation

C([O:8][C:9]1[C:14]([Br:15])=[CH:13][N:12]=[C:11]([NH:16][C:17]2[S:18][CH:19]=[C:20]([CH2:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:21]=2)[CH:10]=1)C1C=CC=CC=1.[ClH:30]>O1CCOCC1>[ClH:30].[Br:15][C:14]1[C:9]([OH:8])=[CH:10][C:11]([NH:16][C:17]2[S:18][CH:19]=[C:20]([CH2:22][CH2:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:21]=2)=[N:12][CH:13]=1

Participants

Conditions

Temperature: 95 °C

Procedure

A flask was charged with 4-(benzyloxy)-5-bromo-N-(4-phenethylthiazol-2-yl)pyridin-2-amine (1.0 g, 2.1 mmol), dioxane (20 mL), concentrated HCl (70 mL) and 6N HCl (10 mL). The reaction was stirred at 95° C. overnight. The reaction was filtered and the collected solids were washed with water and under high vacuum overnight to give the desired product (0.80 g, 89% yield) as light yellow solid.

Workup

filtrationThe reaction was filtered
washthe collected solids were washed with water and under high vacuum overnight

Sources & evidence

ORD record: ord-c3aa2c914a534f7ca53d19cd7f042d8a
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022222B2

Reaction notes

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