Ethylamine → HCID 86589515, compound

HRID 1295769Notes

Reaction equation

HRID 1295769 reaction equation
C1(O[C:8]([N:12]2[CH2:17][CH2:16][CH:15]([N:18]3[C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=4[NH:20][C:19]3=[O:27])[CH2:14][CH2:13]2)=[N:9][C:10]#[N:11])C=CC=CC=1.[CH2:28]([NH2:30])[CH3:29]>O1CCCC1>[C:10]([NH:9][C:8]([N:12]1[CH2:13][CH2:14][CH:15]([N:18]2[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[NH:20][C:19]2=[O:27])[CH2:16][CH2:17]1)=[N:30][CH2:28][CH3:29])#[N:11]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 86589516HCID 86589516, compound

Product 1

HCID 86589515HCID 86589515, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-cyano-4-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidine-1-carboximidic acid phenyl ester (0.050 g; 0.14 mmol) was treated with a 2M Solution of ethylamine in tetrahydrofuran (2 mL) and subjected to microwave irradiation (temperature approximately 110° C.) for 0.5 h. The reaction mixture was concentrated under reduced pressure. The crude product was purified by preparative reverse-phase liquid chromatography to give N-cyano-N′-ethyl-4-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidine-1-carboxamidine (0.01 g) as a white solid.

Workup

  1. customsubjected to microwave irradiation (temperature approximately 110° C.) for 0.5 h
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customThe crude product was purified by preparative reverse-phase liquid chromatography

Sources & evidence

ORD record
ord-d28bd7a7eb0547d29984d5432f163bad
Source dataset
uspto-grants-2007_07
Patent number
US07244744B2

Reaction notes

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