2-Ethylaminoethyldimethylamine → HCID 68541438, compound

HRID 1446015Notes

Reaction equation

HRID 1446015 reaction equation
[CH3:1][C:2]([O:4][C@H:5]1[C:14]2[C@@:15]3([CH3:30])[C@@H:26]([CH2:27][O:28][CH3:29])[O:25][C:23](=[O:24])[C:17]4=[CH:18][O:19][C:20]([C:21](=[O:22])[C:13]=2[C@@H:8]2[CH2:9][CH2:10][C@H:11]([OH:12])[C@@:7]2([CH3:31])[CH2:6]1)=[C:16]34)=[O:3].[CH3:32][N:33]([CH3:39])[CH2:34][CH2:35][NH:36][CH2:37][CH3:38]>C(Cl)Cl>[CH3:32][N:33]([CH3:39])[CH2:34][CH2:35][N:36]([CH:18]=[C:17]1[C:16]2[C:15]([CH3:30])([C:14]3[CH:5]([O:4][C:2](=[O:3])[CH3:1])[CH2:6][C:7]4([CH3:31])[CH:8]([C:13]=3[C:21](=[O:22])[C:20]=2[OH:19])[CH2:9][CH2:10][CH:11]4[OH:12])[CH:26]([CH2:27][O:28][CH3:29])[O:25][C:23]1=[O:24])[CH2:37][CH3:38]

Participants

4

Reactant 2

HCID 671622-EthylaminoethyldimethylamineHCID 986734017beta-Hydroxy wortmannin

Product 1

HCID 68541438HCID 68541438, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

17-Hydroxywortmannin (129 mg, 0.3 mmol) is dissolved in 5 ml methylene chloride and stirred at room temperature under nitrogen atmosphere as N,N-dimethyl-N′-ethyl-ethylenediamine (0.31 mmol, 56 μl) is added. The reaction solution turns orange immediately. After 30 min, the solvent is evaporated and the solid is recrystallized from ethyl acetate/hexane (3:1). After filtration, the solid is washed with hexane and dried under vacuum to yield 115 mg of the title compound as an orange powder. UV λmax (CH3CN/H2O): 250 nm, 320 nm, 397 nm; Positive ESI-MS: m/z 547 [M+H]+.

Workup

  1. additionis added
  2. customthe solvent is evaporated
  3. customthe solid is recrystallized from ethyl acetate/hexane (3:1)
  4. filtrationAfter filtration
  5. washthe solid is washed with hexane
  6. customdried under vacuum

Sources & evidence

ORD record
ord-4c427f662ff547b5b42142b0924e4c93
Source dataset
uspto-grants-2010_02
Patent number
US07666901B2

Reaction notes

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