Ethanol → HCID 22249220, compound

HRID 2247289Notes

Reaction equation

HRID 2247289 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([NH:13][C:14](=[O:39])[C:15]3[CH:20]=[CH:19][CH:18]=[N:17][C:16]=3[NH:21][CH2:22][C:23]3[CH:28]=[CH:27][N:26]=[C:25]([O:29][CH2:30][CH2:31][CH:32]4[CH2:37][CH2:36][N:35]([CH3:38])[CH2:34][CH2:33]4)[CH:24]=3)[CH:11]=2)[C:6]([CH3:41])([CH3:40])[CH2:5]1)(=O)C.CCO>Cl>[CH3:40][C:6]1([CH3:41])[C:7]2[C:12](=[CH:11][C:10]([NH:13][C:14](=[O:39])[C:15]3[CH:20]=[CH:19][CH:18]=[N:17][C:16]=3[NH:21][CH2:22][C:23]3[CH:28]=[CH:27][N:26]=[C:25]([O:29][CH2:30][CH2:31][CH:32]4[CH2:33][CH2:34][N:35]([CH3:38])[CH2:36][CH2:37]4)[CH:24]=3)=[CH:9][CH:8]=2)[NH:4][CH2:5]1

Participants

4

Reactant 2

HCID 702EthanolHCID 22249443HCID 22249443, compound

Product 1

HCID 22249220HCID 22249220, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

N-(1-Acetyl-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-2-({2-[2-(1-methyl-piperidin-4-yl)-ethoxy]-pyridin-4-ylmethyl}-amino)-nicotinamide (300 mg, Example 871) was dissolved in conc. HCl (20 ml) and EtOH (20 ML) and heated at 70° C. for 4H. The mixture was concentrated and the residue was diluted with sat'd NaHCO3 and CH2Cl2. The organic layer was dried over Na2SO4 and concentrated to obtain the desired compound. M+H 515. Calc'd for C30H38N6O2: 514.

Workup

  1. concentrationThe mixture was concentrated
  2. additionthe residue was diluted with sat'd NaHCO3 and CH2Cl2
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e28a89d07af7447d891c4e7b7dcd5932
Source dataset
uspto-grants-2010_03
Patent number
US07687643B2

Reaction notes

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