Hydrochloric Acid → HCID 58254860, compound

HRID 72123Notes

Reaction equation

HRID 72123 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C@@H:9]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]2)=[N:6][CH:7]=1.Cl.O1CCOCC1>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C@@H:9]2[CH2:13][CH2:12][NH:11][CH2:10]2)=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66883489HCID 66883489, compound

Product 1

HCID 58254860HCID 58254860, compoundYield 139.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Crude (R)-tert-butyl 3-(5-fluoropyridin-2-ylamino)pyrrolidine-1-carboxylate (85 mg, 0.3 mmol) was dissolved in CH2Cl2 (3 mL) and 4 M HCl in dioxane (1 mL, 4 mmol) was added. The mixture was stirred overnight at rt and concentrated to afford crude (R)-5-fluoro-N-(pyrrolidin-3-yl)pyridin-2-amine (76 mg, quant) which was used without further purification. LC-MS Method 1 tR=0.42 min, m/z=182.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-7b0d6a4cfea44b26bb381f6bd85be1bd
Source dataset
uspto-grants-2014_09
Patent number
US08828985B2

Reaction notes

Loading…