Morpholine → HCID 68542898, compound

HRID 1446017Notes

Reaction equation

HRID 1446017 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].[NH:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]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:18][N:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1)[C:23](=[O:24])[O:25][CH:26]2[CH2:27][O:28][CH3:29]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 986734017beta-Hydroxy wortmannin

Product 1

HCID 68542898HCID 68542898, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

17-Hydroxywortmannin (50 mg, 0.116 mmol) is dissolved in 2 ml methylene chloride and stirred at room temperature under nitrogen atmosphere as morpholine (0.12 mmol, 10 μl) is added. The reaction solution turns orange immediately. After 30 min, the solvent is evaporated and the solid is washed with hexane (2×3 ml) and dried under vacuum to yield 50 mg of the title compound as an orange powder. UV λmax (CH3CN/H2O): 250 nm, 320 nm, 397 nm; Positive ESI-MS: m/z 540 [M+Na]+, 518 [M+H]+.

Workup

  1. additionis added
  2. customthe solvent is evaporated
  3. washthe solid is washed with hexane (2×3 ml)
  4. customdried under vacuum

Sources & evidence

ORD record
ord-ea7fc700e42a4f67948d89bed24f9095
Source dataset
uspto-grants-2010_02
Patent number
US07666901B2

Reaction notes

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