Tert-Butylamine → HCID 59853897, compound

HRID 2061219Notes

Reaction equation

HRID 2061219 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].Cl.[CH:7]1[C:17]2[CH:16]=[CH:15][C:14]3[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=3[C:12](=[C:22]3[CH2:27][CH2:26][N:25]([C:28](=[O:31])[CH2:29][NH2:30])[CH2:24][CH2:23]3)[C:11]=2[CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C.[O:39]1CCC[CH2:40]1>>[C:1]([NH:5][C:40]([NH:30][CH2:29][C:28]([N:25]1[CH2:24][CH2:23][C:22](=[C:12]2[C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:17]=3[CH:16]=[CH:15][C:14]3[CH:18]=[CH:19][CH:20]=[CH:21][C:13]2=3)[CH2:27][CH2:26]1)=[O:31])=[O:39])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 4

HCID 6385Tert-ButylamineHCID 8028Tetrahydrofuran2×HCID 8471TriethylamineHCID 68420335HCID 68420335, compound

Product 1

HCID 59853897HCID 59853897, compound

Procedure

A solution of 36.6 mg (0.50 mmol) of t-butylamine in 1 ml of tetrahydrofuran was slowly added to the resultant solution at 0° C. in argon stream. After stirring for 1 hour, a solution of 110.7 mg (0.30 mmol) of 2-[4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-piperidinyl]-2-oxoethanamine hydrochloride and 30.3 mg (0.30 mmol) of triethylamine in 1 ml of tetrahydrofuran was slowly added thereto. After stirring for 2 hours, the solvent was evaporated and the product was purified by the silica gel chromatography (hexane:ethyl acetate=85:15 to 3:2) to obtain the title compound.

Workup

  1. stirringAfter stirring for 2 hours
  2. customthe solvent was evaporated
  3. customthe product was purified by the silica gel chromatography (hexane:ethyl acetate=85:15 to 3:2)

Sources & evidence

ORD record
ord-88d5cdaf86bb4689a9dd14f1418fb6dc
Source dataset
uspto-grants-2012_10
Patent number
US08278329B2

Reaction notes

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