Ethylenediamine → HCID 71548832, Verbindung

2-(5-(5-fluoro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-3-ylamino)-3-methyl-N-(2,2,2-trifluoroethyl)butanamide 1-2a (78 mg, 0.145 mmol) was dissolved in DCM (2 ml). TFA (1.114 ml, 14.45 mmol) was added and mixture allowed to stir for 1 hr. Reaction concentrated then resuspended in MeOH (4 ml) and ethylenediamine (0.020 ml, 0.289 mmol) and sodium hydroxide (10 M aqueous) (0.101 ml, 1.012 mmol) added. After 30 min the reaction was treated with HCL (1.012 ml, 1.012 mmol) concentrated in vacuo and the residue was purified by preparative HPLC Reverse phase (C-18). (5-95% Acetonitrile/0.1% TFA/water). Product fractions were treated with aq. NaHCO3, concentrated and product extracted into DCM and ethyl acetate. Extracts dried over sodium sulfate, filtered and concentrated to give white solid 1-2. (40 mg).

1. customReaction
2. concentrationconcentrated
3. additionAfter 30 min the reaction was treated with HCL (1.012 ml, 1.012 mmol)
4. concentrationconcentrated in vacuo
5. customthe residue was purified by preparative HPLC Reverse phase (C-18)
6. additionProduct fractions were treated with aq. NaHCO3
7. concentrationconcentrated
8. extractionproduct extracted into DCM and ethyl acetate
9. dry with materialExtracts dried over sodium sulfate
10. filtrationfiltered
11. concentrationconcentrated

ORD-Eintrag

ord-d1ce76072b7943bd8fbdc7f011c79067

Quelldatensatz

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09096598B2