Hydrochloric Acid → HCID 90054394, compound

HRID 709095Notes

Reaction equation

HRID 709095 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-e12cce42b15742be80e968f9c0d3faf6
Source dataset
uspto-grants-2015_11
Patent number
US09180116B2

Reaction notes

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