Triethylamine → HCID 68299226, compound

HRID 1844680Notes

Reaction equation

HRID 1844680 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[CH2:10][C:11](Cl)=[O:12].[OH:14][CH:15]([CH:18]1[CH2:23][CH2:22][N:21]([O:24][CH3:25])[CH2:20][CH2:19]1)[C:16]#[N:17].CCN(CC)CC>C1COCC1>[C:16]([CH:15]([O:14][C:11](=[O:12])[CH2:10][C:3]1[C:2]([CH3:1])=[CH:7][C:6]([CH3:8])=[CH:5][C:4]=1[CH3:9])[CH:18]1[CH2:19][CH2:20][N:21]([O:24][CH3:25])[CH2:22][CH2:23]1)#[N:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 110307542,4,6-Trimethylbenzeneacetyl chlorideHCID 86707846HCID 86707846, compound

Product 1

HCID 68299226HCID 68299226, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(2,4,6-Trimethyl-phenyl)-acetyl chloride (588 mg, 3 mmol) was added slowly to a mixture of hydroxy-(1-methoxy-piperidin-4-yl)-acetonitrile (390 mg, 2.3 mmol) and Et3N (505 mg, 5 mmol) in THF (10 ml) at 0° C. After the addition was completed, the mixture was stirred at room temperature for 16 h. Then, the mixture was concentrated under vacuum to dryness, the residue was purified by column chromatography on silica.

Workup

  1. additionAfter the addition
  2. concentrationThen, the mixture was concentrated under vacuum to dryness
  3. customthe residue was purified by column chromatography on silica

Sources & evidence

ORD record
ord-3f460a1e17ad4a4e88da6c94510d4856
Source dataset
uspto-grants-2015_02
Patent number
US08946453B2

Reaction notes

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