Water → HCID 86650562, compound

HRID 1746122Notes

Reaction equation

HRID 1746122 reaction equation
[Na].[NH:2]1[CH:6]=[N:5][CH:4]=[N:3]1.[OH2:7].C[N:9]1C[CH2:12][CH2:11][CH2:10]1>>[N:2]1([C:10]2[CH2:11][CH2:12][O:7][N:9]=2)[CH:6]=[N:5][CH:4]=[N:3]1

Participants

5

Reactant 4

HCID 962WaterHCID 84541-MethylpyrrolidineHCID 92571H-1,2,4-TriazoleHCID 5360545Sodium

Product 1

HCID 86650562HCID 86650562, compound

Conditions

Temperature
100 °C

Procedure

A microwave reaction vial is charged with racemic ompound I-10 (1.0 equiv) and the sodium salt of 1,2,4-triazole (2.0 equiv). The reagents are dissolved in N-methylpyrrolidine (0.18 M with respect to compound I-10). The mixture was sealed and heated in a microwave reactor at 100° C. for 30 min. Excess water is added and a brown solid crashes out which is isolated using vacuum filtration and dried to provide the desired 3-(1H-1,2,4-triazol-1-yl)-4,5-dihydroisoxazole I-34a and I-34b. These compounds can be separated using chiral HPLC methods known in the art. For example, see chiral HPLC Method disclosed herein. [M−H]−=306.1 m/z. Activity: C.

Workup

  1. customA microwave reaction
  2. additionvial is charged with racemic ompound
  3. customThe mixture was sealed
  4. customa brown solid crashes out which is isolated
  5. filtrationvacuum filtration
  6. customdried

Sources & evidence

ORD record
ord-17681912e3284b38a72d61c3328e37f7
Source dataset
uspto-grants-2015_10
Patent number
US09149465B2

Reaction notes

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