Hydrochloride methanol → HCID 21994141, compound

HRID 1978473Notes

Reaction equation

HRID 1978473 reaction equation
[O:1]([C:9]1[C:10]([CH3:46])=[C:11]2[C:16](=[C:17]([CH3:20])[C:18]=1[CH3:19])[O:15][C:14]([CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][CH:27]([CH2:30][NH:31][C:32]([C:34]3[S:44][C:43]4[N:45]5[C:36](=[CH:37][N:38]=[C:39]5[CH:40]=[CH:41][CH:42]=4)[CH:35]=3)=[O:33])[CH2:26][CH2:25]1)([CH3:21])[CH2:13][CH2:12]2)[Si](C(C)(C)C)(C)C.[ClH:47].CO>C(O)C>[ClH:47].[ClH:47].[OH:1][C:9]1[C:10]([CH3:46])=[C:11]2[C:16](=[C:17]([CH3:20])[C:18]=1[CH3:19])[O:15][C:14]([CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][CH:27]([CH2:30][NH:31][C:32]([C:34]3[S:44][C:43]4[N:45]5[C:36](=[CH:37][N:38]=[C:39]5[CH:40]=[CH:41][CH:42]=4)[CH:35]=3)=[O:33])[CH2:26][CH2:25]1)([CH3:21])[CH2:13][CH2:12]2

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21993695HCID 21993695, compound

Product 1

HCID 21994141HCID 21994141, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1.00 g (1.51 mM) of N-[1-[2-(6-tert-butyldimethylsiloxy-2,5,7,8-tetramethylchroman-2-yl)ethyl]piperidin-4-ylmethyl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide in ethanol (4 ml) was added 4.0 ml (16 mM) of 4N—HCl/methanol and the mixture was stirred at room temperature for 63 hours. After the solvent was distilled off under reduced pressure, ethanol was added and the mixture was stirred at room temperature for 1 hour. The resulting crystal crop was harvested by filtration and rinsed with ethanol and diethyl ether to provide the title compound as orange-colored crystals.

Workup

  1. distillationAfter the solvent was distilled off under reduced pressure, ethanol
  2. additionwas added
  3. stirringthe mixture was stirred at room temperature for 1 hour
  4. filtrationThe resulting crystal crop was harvested by filtration
  5. washrinsed with ethanol and diethyl ether

Sources & evidence

ORD record
ord-f955924ed5654ddeaea454b170f7ba96
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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