Sodium Bicarbonate → HCID 23155775, compound

HRID 1714768Notes

Reaction equation

HRID 1714768 reaction equation
C(OC([N:11]1[CH2:23][C:22]2[S:21][C:20]3[N:19]=[C:18]([CH2:24][CH2:25][CH2:26][CH2:27][N:28]4[CH2:33][CH2:32][N:31]([C:34]5[CH:43]=[CH:42][C:41]6[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=6)[N:35]=5)[CH2:30][CH2:29]4)[NH:17][O:16][C:15]=3[C:14]=2[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.Br.C(O)(=O)C.C(=O)([O-])O.[Na+]>>[N:35]1[C:36]2[C:41](=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH:42]=[CH:43][C:34]=1[N:31]1[CH2:32][CH2:33][N:28]([CH2:27][CH2:26][CH2:25][CH2:24][C:18]2[NH:17][O:16][C:15]3[C:14]4[CH2:13][CH2:12][NH:11][CH2:23][C:22]=4[S:21][C:20]=3[N:19]=2)[CH2:29][CH2:30]1

Participants

4

Reactant 3

HCID 516892Sodium BicarbonateHCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 23155761HCID 23155761, compound

Product 1

HCID 23155775HCID 23155775, compoundYield 100.6%

Procedure

To 100 mg of 7-benzyloxycarbonyl-2-[4-(4-quinolin-2-ylpiperazin-1-yl)butyl]-3,4,5,6,7,8-hexahydro-4-oxa-9-thia-1,3,7-triaza-9H-fluorene as synthesized in Example 3-14, 5 ml of hydrogen bromide-acetic acid solution was added and stirred at room temperature. After neutralizing the system with saturated aqueous sodium hydrogencarbonate solution, the reaction product was extracted with chloroform, dried over anhydrous magnesium sulfate and concentrated to provide 78 mg (100%) of 2-[4-(4-quinolin-2-ylpiperazin-1-yl)butyl]-3,4,5,6,7,8-hexahydro-4-oxa-9-thia-1,3,7-triaza-9H-fluorene.

Workup

  1. additionwas added
  2. extractionthe reaction product was extracted with chloroform
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-92291c85d91d4fa28e6857e2f88ead38
Source dataset
uspto-grants-2010_09
Patent number
US07799775B2

Reaction notes

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