Pivaloyl chloride → HCID 10848721, compound

HRID 1524154Notes

Reaction equation

HRID 1524154 reaction equation
[Br:1][C:2]1[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][CH:7]=1.[C:9](Cl)(=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11]>N1C=CC=CC=1>[Br:1][C:2]1[C:3]([NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 8177002-Amino-3-bromopyridine

Product 1

HCID 10848721HCID 10848721, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
80 °C

Procedure

3-Bromopyridin-2-amine (500 mg, 2.89 mmol) and pivaloyl chloride (420 mg, 3.48 mmol) were added to a 50 mL round-bottomed flask. Pyridine (10 mL) was then added and the mixture stirred and heated at 80° C. for 4 h. The reaction was then cooled to rt and stirred overnight. The reaction mixture was then concentrated to dryness and the resultant residue subjected to FCC to provide the title compound. MS (ESI): mass calcd. for C10H13BrN2O, 256.02; m/z found, 257.1 [M+H]+.

Workup

  1. temperatureThe reaction was then cooled to rt
  2. stirringstirred overnight
  3. concentrationThe reaction mixture was then concentrated to dryness

Sources & evidence

ORD record
ord-a031bb6a869048888b829a0e1a435a80
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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