2-Propanol, 1-amino-2-methyl- → HCID 66643945, compound

HRID 1958071Notes

Reaction equation

HRID 1958071 reaction equation
CO[C:3]([C:5]1[N:6]=[N:7][C:8]([O:11][CH2:12][C:13]2[C:14]([CH2:19][CH2:20][CH2:21][CH3:22])=[N:15][O:16][C:17]=2[CH3:18])=[CH:9][CH:10]=1)=[O:4].[NH2:23][CH2:24][C:25]([CH3:28])([OH:27])[CH3:26]>C1(C)C=CC=CC=1>[OH:27][C:25]([CH3:28])([CH3:26])[CH2:24][NH:23][C:3]([C:5]1[N:6]=[N:7][C:8]([O:11][CH2:12][C:13]2[C:14]([CH2:19][CH2:20][CH2:21][CH3:22])=[N:15][O:16][C:17]=2[CH3:18])=[CH:9][CH:10]=1)=[O:4]

Participants

4

Reactant 2

HCID 951022-Propanol, 1-amino-2-methyl-HCID 666438716-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid methyl ester

Product 1

HCID 66643945HCID 66643945, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 6-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid methyl ester (110 mg, 0.36 mmol), 1-amino-2-methyl-propan-2-ol (39 mg, 0.43 mmol) and TBD (15 mg, 0.11 mmol) in toluene (0.5 mL) was stirred for 15 h at room temperature under argon. The reaction mixture was concentrated onto silica then purified by chromatography (silica, 0 to 5% methanol in dichloromethane) to afford the title compound (90 mg, 69%) as a colourless oil.

Workup

  1. concentrationThe reaction mixture was concentrated onto silica
  2. customthen purified by chromatography (silica, 0 to 5% methanol in dichloromethane)

Sources & evidence

ORD record
ord-fe22e7bb3326411493dd48158ffbec64
Source dataset
uspto-grants-2013_04
Patent number
US08410104B2

Reaction notes

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