Acetyl chloride → 1616099-38-7

HRID 1399913Notes

Reaction equation

HRID 1399913 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][NH2:9])=[N:6][CH:7]=1.CCN(CC)CC.[C:17](Cl)([CH3:19])=[O:18]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][NH:9][C:17](=[O:18])[CH3:19])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 49761678(5-Bromopyridin-2-yl)methanamine

Product 1

HCID 867293001616099-38-7Yield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (5-bromopyridin-2-yl)methanamine (500 mg, 2.67 mmol) in DCM (10 mL) was added Et3N (405 mg, 4.0 mmol) and AcCl (250 mg, 3.18 mmol) at 0° C. The mixture was then warmed to room temperature for 2 h when the reaction was quenched with water and extracted with DCM. The organic layer was concentrated to give the crude product which was used in next step without further purification. (540 mg, Yield 90%). LCMS (m/z): 229.0 (M+1).

Workup

  1. customwas quenched with water
  2. extractionextracted with DCM
  3. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-61566a28a7ad4e19a1fb7c3c32d8c3fc
Source dataset
uspto-grants-2014_12
Patent number
US08906900B2

Reaction notes

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