Tert-Butylamine → HCID 59853897, compound

HRID 2374816Notes

Reaction equation

HRID 2374816 reaction equation
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].C(N(CC)CC)C.[C:20]([NH2:24])([CH3:23])([CH3:22])[CH3:21].Cl.[CH:26]1[C:36]2[CH:35]=[CH:34][C:33]3[CH:37]=[CH:38][CH:39]=[CH:40][C:32]=3[C:31](=[C:41]3[CH2:46][CH2:45][N:44]([C:47](=[O:50])[CH2:48][NH2:49])[CH2:43][CH2:42]3)[C:30]=2[CH:29]=[CH:28][CH:27]=1>O1CCCC1>[C:20]([NH:24][C:1]([NH:49][CH2:48][C:47]([N:44]1[CH2:43][CH2:42][C:41](=[C:31]2[C:30]3[CH:29]=[CH:28][CH:27]=[CH:26][C:36]=3[CH:35]=[CH:34][C:33]3[CH:37]=[CH:38][CH:39]=[CH:40][C:32]2=3)[CH2:46][CH2:45]1)=[O:50])=[O:2])([CH3:23])([CH3:22])[CH3:21]

Participants

6

Reactant 4

HCID 6385Tert-ButylamineHCID 8471Triethylamine2×HCID 682631,1'-CarbonyldiimidazoleHCID 68420335HCID 68420335, compound

Product 1

HCID 59853897HCID 59853897, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

89.2 mg (0.55 mmol) of 1,1′-carbonylbis-1H-imidazole and 25.3 mg (0.25 mmol) of triethylamine were dissolved in 2.5 ml of tetrahydrofuran. 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-bcb4a40d894947918f5382de137dcb66
Source dataset
uspto-grants-2008_12
Patent number
US07462630B2

Reaction notes

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