Diisopropylethylamine → 5,7-Dichloro-[1,2,4]triazolo[1,5-A]pyridin-2-amine

Ethyl [(4,6-dichloropyridin-2-yl)carbamothioyl]carbamate (2.9 g, 9.9 mmol) was added to a stirred suspension of hydroxylamine hydrochloride (1.1 g, 16 mmol) and DIEA (1.9 g, 15 mmol) in MeOH/EtOH (1:1, 40 mL) portion-wise as a solid. This mixture was stirred at rt for 2 h and then heated at 80° C. for 18 h. The reaction mixture was concentrated in vacuo and the resultant reside treated with water yielding a cream solid, which was filtered and dried in a vacuum oven at 40° C. for 18 h to give the desired product (1.2 g, 60%). 1H NMR (DMSO) δ 7.58 (d, J=2.0 Hz, 1H), 7.35 (d, J=2.0 Hz, 1H), 6.44 (s, 2H). m/z [M+H]+=203.15.

1. temperatureheated at 80° C. for 18 h
2. concentrationThe reaction mixture was concentrated in vacuo
3. additionthe resultant reside treated with water yielding a cream solid, which
4. filtrationwas filtered
5. customdried in a vacuum oven at 40° C. for 18 h

ORDレコード

ord-143d166e301e4195b9249b690e8e7f2f

出典データセット

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09181234B2