Triethylamine → HCID 86657561, compound

HRID 1529471Notes

Reaction equation

[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([OH:8])[N:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[N:10]=2)[N:3]=1.CCN(CC)CC.[O:23](S(C(F)(F)F)(=O)=O)[S:24]([C:27]([F:30])([F:29])[F:28])(=O)=[O:25]>C(Cl)Cl>[F:28][C:27]([F:30])([F:29])[S:24]([O:8][C:5]1[N:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[N:10]=2)[N:3]=[C:2]([CH3:1])[C:6]=1[CH3:7])(=[O:25])=[O:23]

Participants

Conditions

Temperature: -78 °C

Procedure

To the 500 mL round-bottomed flask with 3,4-dimethyl-1-(6-methylpyridin-2-yl)-1H-pyrazol-5-ol (6.68 g, 33 mmol) were added Et3N (5.5 mL, 39 mmol) and 35 mL CH2Cl2. the solution was cooled in dry ice acetone bath. Tf2O (6.1 mL, 36 mmol) was added slowly. The mixture was stirred at −78° C. and allowed to warm to room temperature. The mixture was then concentrated in vacuo. The crude product was purified using a Biotage Horizon System (0 to 25% EtOAc/hexane) to afford a colorless oil (8.28 g).

Workup

temperatureto warm to room temperature
concentrationThe mixture was then concentrated in vacuo
customThe crude product was purified

Sources & evidence

ORD record: ord-adbb43e2726c41599ce758ac76c54987
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09090625B2

Reaction notes

Loading…