Sodium Carbonate → HCID 59627251, compound

A mixture of (R)—N—((R)-1-((S)-1-(4-bromophenyl)ethylamino)-3-(4-fluorophenyl)hex-5-en-3-yl)-2-methylpropane-2-sulfinamide (16 g, 32.2 mmol) in 4M HCl in dioxane (100 mL, 400 mmol) was stirred for 1 h at 0° C. The mixture was concentrated to give the residue, which was treated with saturated Na2CO3 solution. The resulting mixture was extracted with EtOAc, and the combined organic layers was concentrated to afford (R)—N1—((S)-1-(4-bromophenyl)ethyl)-3-(4-fluorophenyl)hex-5-ene-1,3-diamine (12 g, 100%), which was used for the next step without purification.

1. concentrationThe mixture was concentrated
2. customto give the residue, which
3. extractionThe resulting mixture was extracted with EtOAc
4. concentrationthe combined organic layers was concentrated

ORD record

ord-ff9e7efa39de4e878353c9d5b00ece4e

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09079861B2