Technology Process of methyl 2-(tert-butoxycarbonylamino)pyrazolo[1,5-a]pyridine-3-carboxylate
There total 2 articles about methyl 2-(tert-butoxycarbonylamino)pyrazolo[1,5-a]pyridine-3-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-(methoxycarbonyl)pyrazolo[1,5-a]pyridine-2-carboxylic acid;
With
triethylamine;
In
tetrahydrofuran;
at -10 ℃;
for 0.0833333h;
chloroformic acid ethyl ester;
In
tetrahydrofuran;
at -10 ℃;
for 1.5h;
tert-butyl alcohol;
Further stages;
DOI:10.1055/s-0033-1338514
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: sodium hydroxide / methanol / 3 h / 20 °C
2.1: triethylamine / tetrahydrofuran / 0.08 h / -10 °C
2.2: 1.5 h / -10 °C
With
triethylamine; sodium hydroxide;
In
tetrahydrofuran; methanol;
DOI:10.1055/s-0033-1338514
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C
2.1: chloroform / 12 h / 20 °C
3.1: sodium ethanolate / ethanol / 8 h / Reflux
4.1: sodium hydroxide / ethanol; water / 0.25 h / 20 °C
4.2: 2 h
5.1: triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / 1,4-dioxane / 4 h / 80 °C / Inert atmosphere; Sealed tube
5.2: 4 h / Reflux
6.1: tetrakis(triphenylphosphine) palladium(0); copper(I) thiophene-2-carboxylate / tetrahydrofuran / 1.5 h / 100 °C / Inert atmosphere; Microwave irradiation
With
tetrakis(triphenylphosphine) palladium(0); copper(I) thiophene-2-carboxylate; sodium ethanolate; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; chloroform; water;
DOI:10.1002/ejoc.201600356
