Hydrochloric Acid → Cyclopropylmethyl 3-(6-aminopyridin-3-yl)-2-(1-cyclohexyl-1H-imidazol-4-yl)propionate

HRID 2370914Notes

Reaction equation

HRID 2370914 reaction equation
Cl.Cl.[NH2:3][C:4]1[N:9]=[CH:8][C:7]([CH2:10][CH:11]([C:15]2[N:16]=[CH:17][N:18]([CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[CH:19]=2)[C:12]([OH:14])=[O:13])=[CH:6][CH:5]=1.[CH:26]1([CH2:29]O)[CH2:28][CH2:27]1>>[NH2:3][C:4]1[N:9]=[CH:8][C:7]([CH2:10][CH:11]([C:15]2[N:16]=[CH:17][N:18]([CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[CH:19]=2)[C:12]([O:14][CH2:29][CH:26]2[CH2:28][CH2:27]2)=[O:13])=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 75644CyclopropanemethanolHCID 694540453-(6-Aminopyridin-3-yl)-2-(1-cyclohexyl-1H-imidazol-4-yl)propionic acid hydrochloride

Product 1

HCID 11516183Cyclopropylmethyl 3-(6-aminopyridin-3-yl)-2-(1-cyclohexyl-1H-imidazol-4-yl)propionate

Procedure

1 ml of an HCl-saturated ether solution was added to a solution of 50.0 mg (0.16 mmol) of the compound from example 1i in 2 ml of cyclopropylcarbinol and stirred at room temperature for 12 h. The solution was then concentrated to dryness, and the resulting residue was dried under high vacuum. Purification by chromatography on silica gel with CH2Cl2/methanol as mobile phase afforded 29 mg of the title compound in the form of an amorphous solid.

Workup

  1. concentrationThe solution was then concentrated to dryness
  2. customthe resulting residue was dried under high vacuum
  3. customPurification by chromatography on silica gel with CH2Cl2/methanol as mobile phase

Sources & evidence

ORD record
ord-30f14c5a0401438faba89436db54bfef
Source dataset
uspto-grants-2014_04
Patent number
US08710232B2

Reaction notes

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