Iodoethane → HCID 66872688, compound

HRID 1967537Notes

Reaction equation

HRID 1967537 reaction equation
[OH:1][C:2]1[CH:20]=[CH:19][C:18]([S:21]([N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)(=[O:23])=[O:22])=[CH:17][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH:14]([CH3:16])[CH3:15])=[CH:9][CH:8]=1)=[O:5].C(=O)([O-])[O-].[K+].[K+].I[CH2:37][CH3:38]>CN(C=O)C>[CH2:37]([O:1][C:2]1[CH:20]=[CH:19][C:18]([S:21]([N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)(=[O:23])=[O:22])=[CH:17][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH:14]([CH3:16])[CH3:15])=[CH:9][CH:8]=1)=[O:5])[CH3:38]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 66872646HCID 66872646, compound

Product 1

HCID 66872688HCID 66872688, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound (30 mg) obtained in Example 151 was dissolved in DMF (0.50 mL), then potassium carbonate (30 mg) and iodoethane (0.030 mL) were added thereto in that order, and stirred at room temperature for 18 hours. This was purified through reversed-phase HPLC (0.1% TFA acetonitrile/H2O=from 10% to 95%, gradient) to give the entitled compound (25 mg, 78%) as a colorless solid.

Workup

  1. customThis was purified through reversed-phase HPLC (0.1% TFA acetonitrile/H2O=from 10% to 95%, gradient)

Sources & evidence

ORD record
ord-ec4684daa4dd42a9940bc6b29d071975
Source dataset
uspto-grants-2013_04
Patent number
US08420823B2

Reaction notes

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