Triethylamine → HCID 89726791, compound

HRID 926381Notes

Reaction equation

HRID 926381 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[N:4][C:3]=1[CH:8]([NH2:10])[CH3:9].C(N(CC)CC)C.[CH:18]1([CH2:21]Br)[CH2:20][CH2:19]1>C(#N)C>[CH:18]1([CH2:21][NH:10][CH:8]([C:3]2[N:4]=[CH:5][CH:6]=[CH:7][N:2]=2)[CH3:9])[CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 81503BromomethylcyclopropaneHCID 86346379HCID 86346379, compound

Product 1

HCID 89726791HCID 89726791, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 1-pyrimidin-2-yl-ethylamine hydrochloride (50 mg, 0.313 mmol), triethylamine (95 mg, 1 mmol) and cyclopropylmethyl bromide (0.034 ml, 0.344 mmol) in acetonitrile was stirred at 80° C. overnight. After evaporation of the solvents, addition of aqueous sodium hydrogencarbonate, extraction (3 times with dichloromethane), drying of the combined organic layers over sodium sulfate and evaporation of the solvents, crude cyclopropylmethyl-(1-pyrimidin-2-yl-ethyl)-amine was obtained which was used immediately in the next step without further purification.

Workup

  1. customAfter evaporation of the solvents, addition of aqueous sodium hydrogencarbonate, extraction (3 times with dichloromethane)
  2. dry with materialdrying of the combined organic layers over sodium sulfate and evaporation of the solvents

Sources & evidence

ORD record
ord-7dcc17b9738544969da8be770c5a5080
Source dataset
uspto-grants-2016_03
Patent number
US09284333B2

Reaction notes

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