Hydrochloric Acid → HCID 178442437, compound

HRID 425399Notes

Reaction equation

HRID 425399 reaction equation
Cl.C(OC(=O)[NH:8][C:9]1[C:13]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH:21]([NH:33][C:34](=[O:36])[CH3:35])[C:22]3[NH:23][CH:24]=[C:25]([CH2:27][C:28]([CH3:32])([CH3:31])[CH2:29][CH3:30])[N:26]=3)=[CH:16][CH:15]=2)=[CH:12][N:11]([CH3:37])[N:10]=1)(C)(C)C>CO>[NH2:8][C:9]1[C:13]([C:14]2[CH:15]=[CH:16][C:17]([CH2:20][CH:21]([NH:33][C:34](=[O:36])[CH3:35])[C:22]3[NH:23][CH:24]=[C:25]([CH2:27][C:28]([CH3:32])([CH3:31])[CH2:29][CH3:30])[N:26]=3)=[CH:18][CH:19]=2)=[CH:12][N:11]([CH3:37])[N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178442439HCID 178442439, compound

Product 1

HCID 178442437HCID 178442437, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

Hydrogen chloride (4 M in 1,4-dioxane) (1 mL, 4 mmol) was added to an ambient temperature solution of tert-butyl[4-(4-{2-(acetylamino)-2-[4-(2,2-dimethylbutyl)-1H-imidazol-2-yl]ethyl}phenyl)-1-methyl-1H-pyrazol-3-yl]carbamate (Example 51) (4.2 mg, 0.01 mmol) in methanol (2 mL). After stirring at 70° C. for 1 h, volatiles were removed in vacuo. The residue was partitioned between methanol/ethyl acetate and 10% aqueous sodium hydroxide. The aqueous phase was extracted with ethyl acetate. The combined organic extracts were dried (magnesium sulfate) and concentrated in vacuo to afford the title compound. (M+H) found: 409.

Workup

  1. customvolatiles were removed in vacuo
  2. customThe residue was partitioned between methanol/ethyl acetate and 10% aqueous sodium hydroxide
  3. extractionThe aqueous phase was extracted with ethyl acetate
  4. dry with materialThe combined organic extracts were dried (magnesium sulfate)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6f9916ec22884ee88b5f810df7271ca3
Source dataset
uspto-grants-2012_01
Patent number
US08106070B2

Reaction notes

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