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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747256Generated: November 3, 2026

2-Propanol, reaction products with ammonia, distn. residues → Vemurafenib

https://huagongshe.com/reaction/1747256

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Propanol, reaction products with ammonia, distn. residuesHCID 18331942—
ReactantN-(3-(5-(4-chlorophenyl)-1-(2,6-dichlorobenzoyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamideHCID 51001026—
SolventTetrahydrofuranHCID 8028—
ProductVemurafenibHCID 42611257—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a high pressure vessel is added compound 9 (1.70 kg, 2.567 mol) in THF (5 L), followed by an ammonia/isopropyl alcohol solution (30.80 mol of ammonia in 12 L of isopropyl alcohol). The mixture is heated to 100° C. overnight. When the reaction is completed, the solvents are removed in vacuum and the residue is dissolved in isopropanol. Compound 10 is isolated and further purified by recrystallization using a mixture of THF (7 L) and isopropanol (14 L). Yield: 0.763 kg (60.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150570B2
Source datasetuspto-grants-2015_10
ORD IDord-66a8408b121e45de96f4c940aaec7e07
Source noteuspto-grants-2015_10