1-Fluoro-2-fluoromethyl-3-butyn-2-ol → 8-Fluoro-9-(4-fluoro-3-fluoromethyl-3-hydroxy-but-1-ynyl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid amide

Participants

Role	Name	HCID	Charge
Reactant	1-Fluoro-2-fluoromethyl-3-butyn-2-ol	HCID 18424428	—
Reactant	9-Bromo-8-fluoro-4,5-dihydro-[1]benzoxepino[5,4-d]thiazole-2-carboxamide	HCID 86693059	—
Product	8-Fluoro-9-(4-fluoro-3-fluoromethyl-3-hydroxy-but-1-ynyl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid amide	HCID 86693112	32%

Reaction Steps

Similar to as described in General Procedure G, 9-bromo-8-fluoro-4,5-dihydrobenzo[2,3]oxepino[4,5-d]thiazole-2-carboxamide was reacted with 1-fluoro-2-(fluoromethyl)but-3-yn-2-ol to give the titled compound as an off-white solid (73 mg, 32%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09034866B2
Source dataset	uspto-grants-2015_05
ORD ID	ord-d65eafa9875f4c058313106f667e57e8
Source note	uspto-grants-2015_05