2-Aminopropanol → HCID 68512465, compound

HRID 2063261Notes

Reaction equation

HRID 2063261 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)=[N:10][N:11]3[C:16]=2[CH2:15][CH2:14][CH2:13][N:12]3[C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18])[CH:5]=[CH:4][N:3]=1.[CH3:34][CH:35]([NH2:38])[CH2:36][OH:37]>C(Cl)(Cl)Cl>[F:33][C:30]1[CH:31]=[CH:32][C:27]([C:9]2[C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:38][CH:35]([CH3:34])[CH2:36][OH:37])[N:7]=3)=[C:16]3[N:11]([N:12]([C:17]([O:19][CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[O:18])[CH2:13][CH2:14][CH2:15]3)[N:10]=2)=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 51262-AminopropanolHCID 86646912HCID 86646912, compound

Product 1

HCID 68512465HCID 68512465, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of phenylmethyl 3-(2-chloro-4-pyrimidinyl)-2-(4-fluorophenyl)-5,6-dihydropyrazolo[1,5-b]pyridazine-7(4H)-carboxylate (i.e. the product of Example 4, Step C) (390 mg, 0.84 mmol) and DL-2-amino-1-propanol (2.62 mL, 3.36 mmol) in chloroform (3 mL) was heated at 120° C. in a sealed tube under microwave irradiation for 1 h. The reaction mixture was concentrated under reduced pressure, and the crude residue was purified by medium pressure liquid chromatography using 10-80% ethyl acetate in hexanes as eluant to give 150 mg of the title compound as an orange solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe crude residue was purified by medium pressure liquid chromatography

Sources & evidence

ORD record
ord-469f44528d484204aadad4653da5ece7
Source dataset
uspto-grants-2012_10
Patent number
US08288375B2

Reaction notes

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