Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912009Generated: November 2, 2026

Ammonia → HCID 57812759, compound

https://huagongshe.com/reaction/912009

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantDimethylformamideHCID 6228—
ReactantBromoacetonitrileHCID 11534—
ReactantDiisopropylethylamineHCID 81531—
Reactant7-[(R)-1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-3-(1,2,3,6-tetrahydropyridin-4-yl)furo[3,2-c]pyridin-6-ylamineHCID 57812480—
SolventMethanolHCID 887—
ProductHCID 57812759HCID 57812759—

Reaction Conditions

Temperature0 °C

Reaction Steps

7-[(R)-1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-3-(1,2,3,6-tetrahydropyridin-4-yl)furo[3,2-c]pyridin-6-ylamine (10.0 mg, 0.0237 mmol), DIPEA (16.5 μL, 0.0947 mmol) and DMF (1.00 mL, 12.9 mmol) were mixed. Bromoacetonitrile (1.7 μL, 0.026 mmol) was added at last at 0° C. The mixture was stirred at 0° C. for 2 hours. Crude was passed through SCX-2 SPE, and the product was released by 2 M NH3 in methanol and purified on the MDPS. MS (ES+): m/z 461.03/463.05 (100/81) [MH+]. HPLC: tR=0.83 min (HPLC-ACQUITY, Analytical). 1H NMR (400 MHz, DMSO-d6): δ=1.82 (d, J=6.8 Hz, 3H), 2.46 (br. s., 2H), 2.65-2.74 (m, 2H), 3.19-3.22 (m, 2H), 3.85 (s, 2H), 5.60 (s, 2H), 6.21 (q, J=6.6 Hz, 1H), 6.31 (br. s., 1H), 7.45 (t, J=8.7 Hz, 1H), 7.52 (dd, J=9.0, 5.2 Hz, 1H), 7.78 (s, 1H), 8.30 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022206B2
Source datasetuspto-grants-2011_09
ORD IDord-ebcb8f2ead3948f986c9901c1ed9719d
Source noteuspto-grants-2011_09