Sodium Hydroxide → 5-Oxazolo[4,5-b]pyridin-2-yl-pyridin-3-ylamine

HRID 419869

Reaction equation

[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:9][C:10]1[CH:11]=[N:12][CH:13]=[C:14]([CH:18]=1)[C:15](O)=O.[OH-].[Na+]>O>[O:8]1[C:7]2[C:2](=[N:3][CH:4]=[CH:5][CH:6]=2)[N:1]=[C:15]1[C:14]1[CH:18]=[C:10]([NH2:9])[CH:11]=[N:12][CH:13]=1

Participants

Conditions

Temperature: 200 °C

Procedure

In a typical run, 790 mg of 2-amino-3-hydroxypyridine (7.24 mmol) and 1.00 g of 5-aminonicotinic acid (7.24 mmol) were mixed with 10 mL of PPA and stirred at 200° C. for 6 hours. The reaction mixture was cooled to about 100° C. and carefully poured into 100 mL of water. The pH was brought to 6 with solid NaOH and the solids were collected by filtration. After drying under high vacuum, a total of 180 mg of 5-oxazolo [4,5-b]pyridin-2-yl-pyridin-3-ylamine.

Workup

temperatureThe reaction mixture was cooled to about 100° C.
filtrationthe solids were collected by filtration
customAfter drying under high vacuum

Sources & evidence

ORD record: ord-9b1b5b42990f49308ac40a551ecc087d
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093401B2

Linked notes

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