Triethylamine → HCID 57479431, compound

HRID 1698485Notes

Reaction equation

HRID 1698485 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[Br:10][C:11]([OH:14])([CH3:13])[CH3:12].C(N(CC)CC)C>CN(C1C=CN=CC=1)C.ClCCl>[C:1]([O:14][C:11]([Br:10])([CH3:13])[CH3:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 82604Nicotinoyl chlorideHCID 15133494HCID 15133494, compound

Product 1

HCID 57479431HCID 57479431, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Nicotinic acid chloride (2.56 g, 20 mmol) and 30 mg of DMAP were added to a mixture of 2-bromo-2-propanol (2.8 g, 20 mmol), triethylamine (5.6 mL, 20 mmol) in dichloromethane at 0° C. The resulting mixture was stirred at room temperature overnight. The product was partitioned between ethyl acetate and water. The organic phase was separated, dried over MgSO4, and concentrated to yield 1-Bromoisopropyl nicotinate, which was used in the next reaction without further purification.

Workup

  1. customThe product was partitioned between ethyl acetate and water
  2. customThe organic phase was separated
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-4b06a8a2d0b1446487ac32dfd994ddbd
Source dataset
uspto-grants-2012_04
Patent number
US08163958B2

Reaction notes

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