Diisopropylethylamine → HCID 86714713, compound

HRID 529225Notes

Reaction equation

[C:1]([O:5][C:6]([C:8]1[S:9][C:10]([CH2:13][NH:14][CH2:15][CH:16]([CH3:18])[CH3:17])=[CH:11][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].N1([C:24]([NH:26][CH2:27][CH:28]=[CH2:29])=[O:25])C=CN=C1.C(N(CC)C(C)C)(C)C>C(#N)C>[C:1]([O:5][C:6]([C:8]1[S:9][C:10]([CH2:13][N:14]([C:24](=[O:25])[NH:26][CH2:27][CH:28]=[CH2:29])[CH2:15][CH:16]([CH3:18])[CH3:17])=[CH:11][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 60 °C

Procedure

5-{[(2-Methylpropyl)amino]methyl}thiophene-2-carboxylic acid tert-butyl ester (0.55 g, 2.0 mmol) obtained in Example 24, step 1 and N-(1H-imidazol-1-ylcarbonyl)-allylamine (0.49 g, 3.2 mmol) obtained in step 1 were dissolved in acetonitrile (20 ml), N,N-diisopropylethylamine (0.56 mL, 3.2 mmol) was added, and the mixture was stirred at 60° C. overnight. The reaction mixture was concentrated under reduced pressure and the obtained residue was purified by column chromatography (hexane/ethyl acetate) to give the title compound (0.72 g, 2.0 mmol).

Workup

concentrationThe reaction mixture was concentrated under reduced pressure
customthe obtained residue was purified by column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record: ord-7be3bf97f865491b91a4b0bd2fb04904
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09346821B2

Reaction notes

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