Triethylamine → HCID 59562432, compound

HRID 1849977Notes

Reaction equation

HRID 1849977 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:25][CH3:26])=[C:11]([CH:13]3[C:18](=[O:19])[C:17]([CH3:21])([CH3:20])[O:16][C:15]([CH3:23])([CH3:22])[C:14]3=[O:24])[N:12]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:34](Cl)(=[O:39])[C:35]([CH3:38])([CH3:37])[CH3:36]>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:25][CH3:26])=[C:11]([C:13]3[C:14](=[O:24])[C:15]([CH3:23])([CH3:22])[O:16][C:17]([CH3:20])([CH3:21])[C:18]=3[O:19][C:34](=[O:39])[C:35]([CH3:38])([CH3:37])[CH3:36])[N:12]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 44241552HCID 44241552, compound

Product 1

HCID 59562432HCID 59562432, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-[2-(4-chlorophenyl)-5-ethylthiazol-4-yl]-2,2,6,6-tetramethylpyran-3,5-dione (49 mg, 0.125 mmol) in dichloromethane (2 ml) is added triethylamine (87 μl, 0.625 mmol), followed by pivaloyl chloride (78 μl, 0.625 mmol), and the reaction mixture is stirred at room temperature for 17 hours. The reaction mixture is purified by flash chromatography on silica gel to give 2,2-dimethylpropionic acid 4-[2-(4-chlorophenyl)-5-ethylthiazol-4-yl]-2,2,6,6-tetramethyl-5-oxo-5,6-dihydro-2H-pyran-3-yl ester.

Workup

  1. customThe reaction mixture is purified by flash chromatography on silica gel

Sources & evidence

ORD record
ord-96ce8b28489e49a6a3b0a2ea136126ee
Source dataset
uspto-grants-2015_02
Patent number
US08956999B2

Reaction notes

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