Triethylamine → HCID 58379680, compound

HRID 1038985Notes

Reaction equation

HRID 1038985 reaction equation
[CH2:1]([NH:8][CH2:9][C:10]#[CH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:19](Cl)(=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21]>C(Cl)Cl>[CH2:1]([N:8]([CH2:9][C:10]#[CH:11])[C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 99277N-Propargylbenzylamine

Product 1

HCID 58379680HCID 58379680, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of N-benzylprop-2-yn-1-amine (472 mg, 3.25 mmol) and triethylamine (493 mg, 4.88 mmol) in DCM (16 mL), cooled to 0° C. was added pivaloyl chloride (451 mg, 3.74 mmol). After 1 hour the reaction mixture was applied directly to the top of a silica gel column for purification, eluting with a gradient of 60-100% DCM in hexanes to give the title compound. MS: m/z=230 (M+1).

Workup

  1. customAfter 1 hour the reaction mixture was applied directly to the top of a silica gel column for purification
  2. washeluting with a gradient of 60-100% DCM in hexanes

Sources & evidence

ORD record
ord-e0d97fc053e0446699b7338d6215cfbc
Source dataset
uspto-grants-2013_10
Patent number
US08552023B2

Reaction notes

Loading…