Triethylamine → HCID 68542390, compound

HRID 1445997Notes

Reaction equation

HRID 1445997 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=C[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].[CH2:32](N(CC)CC)C.Cl.[CH3:40][O:41][C:42]1[CH:47]=[CH:46][C:45]([N:48]2[CH2:53][CH2:52][N:51]([CH2:54][CH2:55][CH2:56][NH:57][CH3:58])[CH2:50][CH2:49]2)=[CH:44][CH:43]=1>C(Cl)Cl>[OH:19][C:20]1[C:21](=[O:22])[C:13]2[CH:8]3[C:7]([CH3:31])([CH:11]([OH:12])[CH2:10][CH2:9]3)[CH2:6][CH:5]([O:4][C:2](=[O:3])[CH3:1])[C:14]=2[C:15]2([CH3:30])[C:16]=1[C:17](=[CH:58][N:57]([CH2:56][CH2:55][CH2:54][N:51]1[CH2:50][CH2:49][N:48]([C:45]3[CH:44]=[CH:43][C:42]([O:41][CH3:40])=[CH:47][CH:46]=3)[CH2:53][CH2:52]1)[CH3:32])[C:23](=[O:24])[O:25][CH:26]2[CH2:27][O:28][CH3:29]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 986734017beta-Hydroxy wortmanninHCID 68545680HCID 68545680, compound

Product 1

HCID 68542390HCID 68542390, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 100 mg (0.23 mmol) 17-hydroxywortmannin and triethylamine (65 μL, 0.46 mmol) in 2 mL CH2Cl2 is added {3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-methyl-amine hydrochloride (123 mg). The reaction mixture is stirred at room temperature for 12 hours and then concentrated in vacuo. The residue is dissolved in EtOAc and precipitated with hexane. The precipitate is washed two times with hexane to give the product as a yellow solid. MS (ESI) m/z 695 (M+H).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue is dissolved in EtOAc
  3. customprecipitated with hexane
  4. washThe precipitate is washed two times with hexane

Sources & evidence

ORD record
ord-cbcc8ab646c94b4fba9a8ad3e7081377
Source dataset
uspto-grants-2010_02
Patent number
US07666901B2

Reaction notes

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