Hydrochloric Acid → HCID 90054394, compound

HRID 59683Notes

Reaction equation

HRID 59683 reaction equation
[F:1][C:2]1([F:13])C(=O)[N:5]2C(C)(C)[O:7][CH2:8][C@H:4]2[CH2:3]1.Cl.[O:15]1CCOC[CH2:16]1.[CH3:21][OH:22]>>[NH2:5][C@@H:4]([CH2:8][OH:7])[CH2:3][C:2]([F:13])([F:1])[C:21]([O:15][CH3:16])=[O:22]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 312751,4-DioxaneHCID 90054371HCID 90054371, compound2×

Product 1

HCID 90054394HCID 90054394, compound

Procedure

To an ice-cooled solution consisting of (R)-6,6-difluoro-3,3-dimethyltetrahydropyrrolo[1,2-c]oxazol-5(3H)-one (intermediate 6, 1.28 g, 6.70 mmol) in methanol (20 mL) was added dropwise 4N HCl in dioxane (3.0 mL, 12 mmol) and stirred at room temperature for 16 hours. The resulting mixture was concentrated and the product concentrate used without purification; TLC Rf 0.60 (solvent system 93:7 v/v dichloromethane-methanol).

Workup

  1. concentrationThe resulting mixture was concentrated
  2. concentrationthe product concentrate
  3. customused without purification

Sources & evidence

ORD record
ord-2b004693c9474898852cf6882b6af186
Source dataset
uspto-grants-2016_09
Patent number
US09440919B2

Reaction notes

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