Hydrochloric Acid → 3-(4-Bromo-pyrazol-1-yl)-pyridin-2-ylamine

HRID 640167Notes

Reaction equation

HRID 640167 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2[C:8]([NH:13]C(=O)C(C)(C)C)=[N:9][CH:10]=[CH:11][CH:12]=2)[CH:6]=1.Cl.[OH-].[Na+]>>[Br:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2[C:8]([NH2:13])=[N:9][CH:10]=[CH:11][CH:12]=2)[CH:6]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59255076N-(3-(4-Bromo-pyrazol-1-yl)-pyridin-2-yl)-2,2-dimethyl-propionamide

Product 1

HCID 592550903-(4-Bromo-pyrazol-1-yl)-pyridin-2-ylamineYield 72%

Conditions

Temperature
105 °C

Procedure

A mixture of N-(3-(4-bromo-pyrazol-1-yl)-pyridin-2-yl)-2,2-dimethyl-propionamide (380 mg, 1.2 mmol) described in Manufacturing Example 39-1-3 and aqueous 2.5 N hydrochloric acid solution (2 mL) was stirred overnight at 105° C. The reaction mixture was cooled to 0° C., and 5 N sodium hydroxide solution (1 mL) was added. The resulting solids were filtered to obtain the title compound (100 mg, 72%).

Workup

  1. temperatureThe reaction mixture was cooled to 0° C.
  2. filtrationThe resulting solids were filtered

Sources & evidence

ORD record
ord-8ce973b04d0b420aae551b31b31d006d
Source dataset
uspto-grants-2010_04
Patent number
US07691882B2

Reaction notes

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