Hydrochloric Acid → HCID 178500667, compound

HRID 632943Notes

Reaction equation

HRID 632943 reaction equation
[ClH:1].[CH3:2][O:3][C:4](=[O:31])[CH2:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19](=[O:30])[CH2:20][CH2:21][NH:22]C(OC(C)(C)C)=O)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1>O1CCOCC1.C(OCC)(=O)C>[ClH:1].[CH3:2][O:3][C:4](=[O:31])[CH2:5][C@H:6]1[CH2:7][CH2:8][C@H:9]([C:12]2[CH:13]=[CH:14][C:15]([NH:18][C:19](=[O:30])[CH2:20][CH2:21][NH2:22])=[CH:16][CH:17]=2)[CH2:10][CH2:11]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178500681HCID 178500681, compound

Product 1

HCID 178500667HCID 178500667, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

0.4M hydrogen chloride solution dissolved in 1,4-dioxane (3.2 mL) was added to trans-{4-[4-(3-tert-butoxycarbonylaminopropionylamino)phenyl]cyclohexyl}acetic acid methyl ester (800 mg, 1.91 mmol) dissolved in ethyl acetate (16 mL). The reaction mixture was stirred at 50° C. for 4 hours and slowly cooled up to 25° C. The product was collected through filtration and washed with ethyl acetate. The product was dried under vacuum to obtain the desired compound (615 mg, 91%) as a white solid.

Workup

  1. temperatureslowly cooled up to 25° C
  2. filtrationThe product was collected through filtration
  3. washwashed with ethyl acetate
  4. customThe product was dried under vacuum

Sources & evidence

ORD record
ord-bad802d4849041acaa1eeaad15cc4199
Source dataset
uspto-grants-2016_04
Patent number
US09321728B2

Reaction notes

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