Triethylamine → HCID 58372758, compound

HRID 888505Notes

Reaction equation

HRID 888505 reaction equation
[CH3:1][O:2][C:3](=[O:27])[CH2:4][C:5]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:7]([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][C:14]=2[CH2:20][S:21][CH2:22][C:23]([F:26])([F:25])[F:24])[CH:6]=1.C(N(CC)CC)C.[C:35](Cl)(=[O:40])[C:36]([CH3:39])([CH3:38])[CH3:37]>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:27])[CH2:4][C:5]1[CH:6]=[C:7]([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:35](=[O:40])[C:36]([CH3:39])([CH3:38])[CH3:37])=[CH:15][C:14]=2[CH2:20][S:21][CH2:22][C:23]([F:25])([F:26])[F:24])[CH:8]=[C:9]([Cl:11])[CH:10]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 58372742HCID 58372742, compound

Product 1

HCID 58372758HCID 58372758, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of {3-[4-amino-2-(2,2,2-trifluoro-ethylsulfanylmethyl)-phenoxy]-5-chloro-phenyl}-acetic acid methyl ester (0.058 g, 0.14 mmol) in CH2Cl2 (2 mL) was added triethylamine (0.04 mL, 0.28 mmol), followed by pivaloyl chloride (0.02 mL, 0.17 mmol), and the reaction was stirred at room temperature for 10 minutes. After work-up with CH2Cl2 and H2O, the crude material was purified by silica gel chromatography to give the title compound.

Workup

  1. customAfter work-up with CH2Cl2 and H2O, the crude material was purified by silica gel chromatography

Sources & evidence

ORD record
ord-98fba98b96134013b3d0a47c31f15041
Source dataset
uspto-grants-2012_08
Patent number
US08247602B2

Reaction notes

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