Methyl iodide → HCID 86700806, compound

HRID 2406541Notes

Reaction equation

HRID 2406541 reaction equation
IC.[CH3:3][O:4][C:5](=[O:38])[CH2:6][C@H:7]1[C:11]2[CH:12]=[CH:13][C:14]([O:16][C@H:17]3[C:25]4[C:20](=[C:21]([CH2:30][C:31]5[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=5)[C:22]([C:26]([F:29])([F:28])[F:27])=[CH:23][CH:24]=4)[CH2:19][CH2:18]3)=[CH:15][C:10]=2[O:9][CH2:8]1.[C:39]([O-])([O-])=O.[K+].[K+]>CN(C)C=O>[CH3:3][O:4][C:5](=[O:38])[CH2:6][C@H:7]1[C:11]2[CH:12]=[CH:13][C:14]([O:16][C@H:17]3[C:25]4[C:20](=[C:21]([CH2:30][C:31]5[CH:36]=[CH:35][C:34]([O:37][CH3:39])=[CH:33][CH:32]=5)[C:22]([C:26]([F:27])([F:28])[F:29])=[CH:23][CH:24]=4)[CH2:19][CH2:18]3)=[CH:15][C:10]=2[O:9][CH2:8]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 86700798HCID 86700798, compound

Product 1

HCID 86700806HCID 86700806, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Iodomethane (8 μL) is added to a mixture of {(S)-6-[(R)-4-(4-hydroxy-benzyl)-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester (30 mg), K2CO3 (15 mg), and N,N-dimethylformamide (1 mL) at room temperature. The mixture is stirred at room temperature overnight. The mixture is filtered and then chromatographed (HPLC; acetonitrile/water) to give the title compound. LC (method 6): tR=1.26 min; Mass spectrum (ESI+): m/z=535 [M+Na]+.

Workup

  1. filtrationThe mixture is filtered
  2. customchromatographed (HPLC; acetonitrile/water)

Sources & evidence

ORD record
ord-a33d05feb63f470680fc777c7a798426
Source dataset
uspto-grants-2014_08
Patent number
US08809376B2

Reaction notes

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