Diethylamine → HCID 10036272, compound

HRID 2084044Notes

Reaction equation

HRID 2084044 reaction equation
CS([CH2:5][CH2:6][C:7]1[CH:15]=[C:14]2[C:10]([CH:11]=[CH:12][NH:13]2)=[CH:9][CH:8]=1)(=O)=O.[CH2:16]([NH:18][CH2:19][CH3:20])[CH3:17]>C1COCC1>[CH2:16]([N:18]([CH2:19][CH3:20])[CH2:5][CH2:6][C:7]1[CH:15]=[C:14]2[C:10]([CH:11]=[CH:12][NH:13]2)=[CH:9][CH:8]=1)[CH3:17]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 22732060HCID 22732060, compound

Product 1

HCID 10036272HCID 10036272, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
65 °C

Procedure

A mixture of 6-(2-(Methanesulfonyl)ethyl)-indole (107 mg, 0.45 mmol) and diethylamine (0.4 ml) in 2 ml of THF was stirred at 65° C. overnight. The reaction mixture was concentrated in vacuo and passed through a silica gel column, eluting with 2% 2M ammonia/methanol in dichloromethane, to give the title compound, 42 mg (43% yield).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. washeluting with 2% 2M ammonia/methanol in dichloromethane

Sources & evidence

ORD record
ord-3018d8cca4e348b1b71b035ca043a081
Source dataset
uspto-grants-2004_04
Patent number
US06716837B1

Reaction notes

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