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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 842643Generated: October 31, 2026

N-bromobutanimide → N-(2-ethoxy-5,6-difluorophenethyl)-N'-(5-bromopyrid-2-yl)-urea

https://huagongshe.com/reaction/842643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantThiourea, N-(5-bromo-2-pyridinyl)-N'-(2-(6-ethoxy-2,3-difluorophenyl)ethyl)-HCID 3001126—
Reactant2-Ethoxy-5,6-difluoro-phenethylamineHCID 10798122—
ProductN-(2-ethoxy-5,6-difluorophenethyl)-N'-(5-bromopyrid-2-yl)-ureaHCID 22615117—

Reaction Steps

The methods described in Example 151 of WO 93/03022 was then used to transform this compound to 2-ethoxy-5,6-difluoro-phenethylamine. The method described in Example 411 of WO 93/03022 was then used to prepare N-(2-ethoxy-5,6-difluorophenethyl)-N′-(5-bromopyrid-2-yl)-thiourea. This product was then oxidised with NBS as Example 4 to provide N-(2-ethoxy-5,6-difluorophenethyl)-N′-(5-bromopyrid-2-yl)-urea. 1H-NMR (250 MHz, CDCl3): 1.4 (t, 3H), 3.0 (q, 2H), 3.95 (q, 2H), 6.5 (m, 1H), 6.8 (d, 1H), 6.95 (dd, 1H), 7.68 (dd, 1H), 8.90 (d, 1H) 8.9 (s, 1H), 9.0 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06376492B1
Source datasetuspto-grants-2002_04
ORD IDord-23d11c754bf642af96c37416ace8c83a
Source noteuspto-grants-2002_04