Triethylamine → HCID 59853865, compound

HRID 2061224Notes

Reaction equation

HRID 2061224 reaction equation
[C:1]([O:5][C:6]([N:8]([CH3:17])[C@H:9]([C:14]([OH:16])=O)[CH2:10][CH:11]([CH3:13])[CH3:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.C(N=C=NCCCN(C)C)C.[CH:30]1[C:40]2[CH:39]=[CH:38][C:37]3[CH:41]=[CH:42][CH:43]=[CH:44][C:36]=3[C:35](=[CH:45][CH2:46][CH2:47][NH:48][CH3:49])[C:34]=2[CH:33]=[CH:32][CH:31]=1.C(N(CC)CC)C.C(=O)([O-])O.[Na+]>ClCCl>[CH:30]1[C:40]2[CH:39]=[CH:38][C:37]3[CH:41]=[CH:42][CH:43]=[CH:44][C:36]=3[C:35](=[CH:45][CH2:46][CH2:47][N:48]([CH3:49])[C:14]([C@@H:9]([N:8]([CH3:17])[C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:10][CH:11]([CH3:12])[CH3:13])=[O:16])[C:34]=2[CH:33]=[CH:32][CH:31]=1

Participants

7

Reactant 5

HCID 8471TriethylamineHCID 9918NorcyclobenzaprineHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 701055553363-89-6

Product 1

HCID 59853865HCID 59853865, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

280 mg (1.14 mmol) of t-butoxycarbonyl-N-methyl-L-leucine, 204 mg (1.06 mmol) of 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride, 271 mg (1.04 mmol) of 3-(5H-dibenzo[a,d][7]annulen-5-ylidene)-N-methyl-1-propanamine and 0.15 ml (1.08 mmol) of triethylamine were stirred in 10 ml of dichloromethane at room temperature overnight. Saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture. After extracting with dichloromethane, the organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane:ethyl acetate=82:18) to obtain the title compound.

Workup

  1. extractionAfter extracting with dichloromethane
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by the silica gel chromatography (hexane:ethyl acetate=82:18)

Sources & evidence

ORD record
ord-d23f7b20d4034876996c0da59d6c41b6
Source dataset
uspto-grants-2012_10
Patent number
US08278329B2

Reaction notes

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