Hydrochloric Acid → HCID 66931715, compound

HRID 535925Notes

Reaction equation

HRID 535925 reaction equation
[C:1]1([C:7]2[N:11]3[CH2:12][CH2:13][N:14](C(OC(C)(C)C)=O)[CH2:15][C:10]3=[C:9]([C:23](=[O:35])[NH:24][CH:25]3[C:30]([CH3:32])([CH3:31])[CH:29]4[CH2:33][C:26]3([CH3:34])[CH2:27][CH2:28]4)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:36]>C(Cl)Cl>[ClH:36].[C:1]1([C:7]2[N:11]3[CH2:12][CH2:13][NH:14][CH2:15][C:10]3=[C:9]([C:23]([NH:24][CH:25]3[C:30]([CH3:31])([CH3:32])[CH:29]4[CH2:33][C:26]3([CH3:34])[CH2:27][CH2:28]4)=[O:35])[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 25132790HCID 25132790, compound

Product 1

HCID 66931715HCID 66931715, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a cooled (0° C.) and stirred solution of Compound 30 (0.5 g, 1.04 mmol) in dry DCM (10 mL) was added hydrogen chloride [4M in 1,4-dioxane] (5.2 mL, 20.8 mmol). The mixture was warmed to ambient temperature and left to stir overnight (with a calcium chloride drying tube). The reaction solvents were removed under reduced pressure, and the residue was azeotroped twice with methanol and diethyl ether to give the title compound as a white solid in quantitative yield. LCMS (+ESI) m/z 379.36 [M+H]+.

Workup

  1. temperatureThe mixture was warmed to ambient temperature
  2. waitleft
  3. customThe reaction solvents were removed under reduced pressure
  4. customthe residue was azeotroped twice with methanol and diethyl ether

Sources & evidence

ORD record
ord-a8e59f3efb14419da7af222c901bbcc3
Source dataset
uspto-grants-2014_10
Patent number
US08859538B2

Reaction notes

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