Hydrochloric Acid → Hydrochloric Acid

HRID 1752311Notes

Reaction equation

HRID 1752311 reaction equation
[F:1][C:2]1[C:3]([O:9][C@@H:10]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11]2)=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.O1CCOCC1.[ClH:28]>>[F:1][C:2]1[C:3]([O:9][C@@H:10]2[CH2:14][CH2:13][NH:12][CH2:11]2)=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.[ClH:28]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67479956HCID 67479956, compound

Product 2

HCID 313Hydrochloric AcidHCID 58171592HCID 58171592, compound

Procedure

(R)-tert-butyl 3-(3,5-difluoropyridin-2-yloxy)pyrrolidine-1-carboxylate (0.83 g, 2.75 mmol) was dissolved in 4M HCl in dioxane (5 mL, 200 mmol) and stirred overnight at rt. The mixture was concentrated to leave (R)-3,5-difluoro-2-(pyrrolidin-3-yloxy)pyridine as its HCl salt (722 mg, quant). LC-MS Method 1 tR=0.58 min, m/z=201.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-341d8ba27da642e7978d78852214ec91
Source dataset
uspto-grants-2015_10
Patent number
US09163012B2

Reaction notes

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