Hydrochloric Acid → HCID 178441671, compound

HRID 1377517Notes

Reaction equation

HRID 1377517 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[N:27](C(OCC)C)[N:26]=[N:25][N:24]=3)=[CH:13][CH:12]=2)[C:8]([CH:33]([C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([CH:41](OC)[O:42]C)[N:36]=2)[OH:34])=[C:7]([Cl:46])[N:6]=1)[CH2:2][CH2:3][CH3:4].Cl.[OH-].[Na+]>O1CCCC1>[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[NH:27][N:26]=[N:25][N:24]=3)=[CH:13][CH:12]=2)[C:8]([CH:33]([C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([CH:41]=[O:42])[N:36]=2)[OH:34])=[C:7]([Cl:46])[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22914865HCID 22914865, compound

Product 1

HCID 178441671HCID 178441671, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

150 mg (0.23 mmole) of the compound obtained in step 1 of Example 1 was dissolved in 3 ml of tetrahydrofuran and to the resulting solution was added 2 ml of aqueous 4N HCl solution. The resultant was stirred for 15 hours at room temperature, neutralized with aqueous 4N NaOH solution, concentrated under reduced pressure and purified with silica gel column chromatography to obtain 101 mg of the title compound (yield 83%).

Workup

  1. concentrationconcentrated under reduced pressure
  2. custompurified with silica gel column chromatography

Sources & evidence

ORD record
ord-d93e7a0fe1894e8aa7ce571489770516
Source dataset
uspto-grants-1997_09
Patent number
US05665738

Reaction notes

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