Hydrochloride methanol → HCID 21993907, compound

HRID 1978474Notes

Reaction equation

HRID 1978474 reaction equation
[O:1]([C:9]1[C:10]([CH3:45])=[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]([NH:30][C:31]([C:33]3[S:43][C:42]4[N:44]5[C:35](=[CH:36][N:37]=[C:38]5[CH:39]=[CH:40][CH:41]=4)[CH:34]=3)=[O:32])[CH2:26][CH2:25]1)([CH3:21])[CH2:13][CH2:12]2)[Si](C(C)(C)C)(C)C.[ClH:46].CO>C(O)C>[ClH:46].[ClH:46].[OH:1][C:9]1[C:10]([CH3:45])=[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]([NH:30][C:31]([C:33]3[S:43][C:42]4[N:44]5[C:35](=[CH:36][N:37]=[C:38]5[CH:39]=[CH:40][CH:41]=4)[CH:34]=3)=[O:32])[CH2:26][CH2:25]1)([CH3:21])[CH2:13][CH2:12]2

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21994130HCID 21994130, compound

Product 1

HCID 21993907HCID 21993907, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1.17 g (1.78 mM) of N-[1-[2-(6-tert-butyldimethylsiloxy-2,5,7,8-tetramethylchroman-2-yl)ethyl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide in ethanol (5 ml) was added 5.0 ml (20 mM) of 4N—HCl/methanol and the mixture was stirred at room temperature for 90 hours. After the solvent was distilled off under reduced pressure, ethanol and diethyl ether were added and the resulting crystals were collected 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 and diethyl ether
  2. additionwere added
  3. filtrationthe resulting crystals were collected by filtration
  4. washrinsed with ethanol and diethyl ether

Sources & evidence

ORD record
ord-28e9cc382be746e59c13ef7f518c8fd4
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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