Hydrochloric Acid → 2-(2-(Trifluoromethyl) pyridin-4-yl)-2,4-diazabicyclo[3.1.0]hexan-3-one

HRID 523584Notes

Reaction equation

HRID 523584 reaction equation
[O:1]=[C:2]1[N:7]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[CH:6]2[CH:4]([CH2:5]2)[N:3]1C(OCC1C=CC=CC=1)=O.Cl>>[F:17][C:14]([F:15])([F:16])[C:10]1[CH:9]=[C:8]([N:7]2[C:2](=[O:1])[NH:3][CH:4]3[CH:6]2[CH2:5]3)[CH:13]=[CH:12][N:11]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 70982114Benzyl 3-oxo-4-(2-(trifluoromethyl)pyridin-4-yl)-2,4-diazabicyclo[3.1.0]hexane-2-carboxylate

Product 1

HCID 709831402-(2-(Trifluoromethyl) pyridin-4-yl)-2,4-diazabicyclo[3.1.0]hexan-3-oneYield 112.8%

Procedure

Using analogous reagents and reaction conditions as described in Example 30 for the preparation of I-30c, benzyl 3-oxo-4-(2-(trifluoromethyl)pyridin-4-yl)-2,4-diazabicyclo[3.1.0]hexane-2-carboxylate (I-32a: 55 mg, 0.1458 mmol) was treated with 4.0 mL of 6N HCl to yield the 40 mg of the product (85% yield).

Workup

  1. customreagents and reaction conditions

Sources & evidence

ORD record
ord-a875fe3ede464eef9a999423ee68acc9
Source dataset
uspto-grants-2016_05
Patent number
US09339501B2

Reaction notes

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