Technology Process of 3-(5-((1R,2S)-2-(2,2-difluoropropanamido)-1-phenylpropoxy)-1H-indazol-1-yl)benzoic acid
There total 9 articles about 3-(5-((1R,2S)-2-(2,2-difluoropropanamido)-1-phenylpropoxy)-1H-indazol-1-yl)benzoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
isobutyl 3-(5-((1R,2S)-2-(2,2-difluoropropanamido)-1-phenylpropoxy)-1H-indazol-1-yl)benzoate;
With
water; lithium hydroxide;
In
tetrahydrofuran; methanol;
at 16 - 25 ℃;
With
hydrogenchloride;
In
tetrahydrofuran; methanol; water;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium carbonate / 1-methyl-pyrrolidin-2-one / 40 - 55 °C
2.1: dimethylaminoacetic acid; caesium carbonate; copper(l) iodide / 0.5 h / 110 °C
2.2: 19 h / 110 °C / Sealed tube
3.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 2.5 h / 20 °C
4.1: lithium hydroxide / methanol; water; tetrahydrofuran / 3 h
With
copper(l) iodide; dimethylaminoacetic acid; sodium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water;
2.1: |Ullmann Condensation / 2.2: |Ullmann Condensation;
DOI:10.1021/acs.jmedchem.7b01215
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: dimethylaminoacetic acid; caesium carbonate; copper(l) iodide / 0.5 h / 110 °C
1.2: 19 h / 110 °C / Sealed tube
2.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 2.5 h / 20 °C
3.1: lithium hydroxide / methanol; water; tetrahydrofuran / 3 h
With
copper(l) iodide; dimethylaminoacetic acid; caesium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water;
1.1: |Ullmann Condensation / 1.2: |Ullmann Condensation;
DOI:10.1021/acs.jmedchem.7b01215