Hydrochloric Acid → KW-2478

HRID 495203Notes

Reaction equation

HRID 495203 reaction equation
[CH2:1]([C:3]1[C:8]([OH:9])=[CH:7][C:6]([OH:10])=[C:5]([C:11](=[O:29])[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[C:14]([O:27][CH3:28])[CH:13]=2)[C:4]=1[CH2:30][C:31]([N:33]([CH2:38][CH2:39][O:40][CH3:41])[CH2:34][CH2:35][O:36][CH3:37])=[O:32])[CH3:2].[ClH:42]>CO>[ClH:42].[CH2:1]([C:3]1[C:8]([OH:9])=[CH:7][C:6]([OH:10])=[C:5]([C:11](=[O:29])[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[C:14]([O:27][CH3:28])[CH:13]=2)[C:4]=1[CH2:30][C:31]([N:33]([CH2:34][CH2:35][O:36][CH3:37])[CH2:38][CH2:39][O:40][CH3:41])=[O:32])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23116322KW-2478 free base

Product 1

HCID 23116321KW-2478Yield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Compound 125 (110 mg, 0.19 mmol) obtained in Example 124, Step 3 was dissolved in methanol (1.0 mL), and a 10% solution of hydrogen chloride in methanol (1.5 mL, 3.5 mmol) was added thereto with stirring under ice-cooling. The reaction mixture was stirred at room temperature for 30 minutes, and concentrated under reduced pressure. The resulting residue was crystallized from ethanol to obtain Compound 139 (106 mg, 89%).

Workup

  1. temperaturecooling
  2. stirringThe reaction mixture was stirred at room temperature for 30 minutes
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was crystallized from ethanol

Sources & evidence

ORD record
ord-cf062c858fea4d4daa2d0d9c60cb8487
Source dataset
uspto-grants-2009_05
Patent number
US07538224B2

Reaction notes

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