4-Fluorophenol → HCID 21901973, compound

HRID 1593099Notes

Reaction equation

HRID 1593099 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2([C:26]([N:28]3[CH2:33][CH2:32][CH2:31][CH:30]([CH2:34]OS(C)(=O)=O)[CH2:29]3)=[O:27])[CH2:25][CH2:24][CH2:23]2)=[CH:18][CH:17]=1.O1C2C=CC(OCC3CCCN(C(C4(C5C=CC(Cl)=CC=5)CCC4)=O)C3)=CC=2OC1>>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2([C:26]([N:28]3[CH2:33][CH2:32][CH2:31][CH:30]([CH2:34][O:8][C:5]4[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=4)[CH2:29]3)=[O:27])[CH2:25][CH2:24][CH2:23]2)=[CH:18][CH:17]=1

Participants

5

Reactant 4

HCID 97324-FluorophenolHCID 10796Cesium carbonateHCID 12992442Methanesulfonic acid 1-[1-(4-chloro-phenyl)-cyclobutanecarbonyl]-piperidin-3-ylmethyl esterHCID 21902076HCID 21902076, compound

Product 1

HCID 21901973HCID 21901973, compoundYield 57.4%

Procedure

Compound 84 was synthesized from 4-fluorophenol (0.29 g, 2.60 mmol), cesium carbonate (1.27 g, 3.89 mmol) and compound 43 (1.0 g, 2.60 mmol), using the method described for the synthesis of compound 44 to give 0.60 g of the desired product 84. C23H25ClFNO2, LRMS (m/z)=402 (MH+).

Sources & evidence

ORD record
ord-1ffee6419bab48a29153a25f4466c228
Source dataset
uspto-grants-2007_11
Patent number
US07294637B2

Reaction notes

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