(S)-ethyl 4-(1-(tert-butoxycarbonyl)piperidin-3-ylamino)-2-(3-fluorophenyl)thieno[2,3-d]pyridazine-7-carboxylate

Base Information

Chemical Name:(S)-ethyl 4-(1-(tert-butoxycarbonyl)piperidin-3-ylamino)-2-(3-fluorophenyl)thieno[2,3-d]pyridazine-7-carboxylate
CAS No.:1278405-37-0
Molecular Formula:C₂₅H₂₉FN₄O₄S
Molecular Weight:500.594
Hs Code.:

Synonyms:(S)-ethyl 4-(1-(tert-butoxycarbonyl)piperidin-3-ylamino)-2-(3-fluorophenyl)thieno[2,3-d]pyridazine-7-carboxylate

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Chemical Property of (S)-ethyl 4-(1-(tert-butoxycarbonyl)piperidin-3-ylamino)-2-(3-fluorophenyl)thieno[2,3-d]pyridazine-7-carboxylate

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Technology Process of (S)-ethyl 4-(1-(tert-butoxycarbonyl)piperidin-3-ylamino)-2-(3-fluorophenyl)thieno[2,3-d]pyridazine-7-carboxylate

There total 4 articles about (S)-ethyl 4-(1-(tert-butoxycarbonyl)piperidin-3-ylamino)-2-(3-fluorophenyl)thieno[2,3-d]pyridazine-7-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1278405-40-5
ethyl 4-chloro-2-(3-fluorophenyl)thieno[2,3-d]pyridazine-7-carboxylate

: 625471-18-3
tert-butyl (3S)-3-aminopiperidine-1-carboxylate

: 1278405-37-0
(S)-ethyl 4-(1-(tert-butoxycarbonyl)piperidin-3-ylamino)-2-(3-fluorophenyl)thieno[2,3-d]pyridazine-7-carboxylate

Guidance literature:: With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 3h;

Reference yield:

: 88-13-1
3-Thiophene carboxylic acid

: 1278405-37-0
(S)-ethyl 4-(1-(tert-butoxycarbonyl)piperidin-3-ylamino)-2-(3-fluorophenyl)thieno[2,3-d]pyridazine-7-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: acetic acid; pyridinium hydrobromide perbromide; hydrogen bromide / 24 h / 20 °C

2: sulfuric acid / 24 h / Reflux

3: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 24 h / Reflux; Inert atmosphere

4: lithium diisopropyl amide / tetrahydrofuran / 1 h / -50 - -40 °C / Inert atmosphere

5: hydrazine hydrate / ethanol / 24 h / 20 °C

6: phosphorus(V) oxybromide / toluene / 1 h / 110 °C

7: sodium carbonate / N,N-dimethyl-formamide / 15 h / 85 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyridinium hydrobromide perbromide; sulfuric acid; hydrogen bromide; sodium carbonate; hydrazine hydrate; acetic acid; lithium diisopropyl amide; phosphorus(V) oxybromide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bioorg.2022.105704

Reference yield:

: 100523-84-0
2-bromothiophene-4-carboxylic acid

: 1278405-37-0
(S)-ethyl 4-(1-(tert-butoxycarbonyl)piperidin-3-ylamino)-2-(3-fluorophenyl)thieno[2,3-d]pyridazine-7-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuric acid / 24 h / Reflux

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 24 h / Reflux; Inert atmosphere

3: lithium diisopropyl amide / tetrahydrofuran / 1 h / -50 - -40 °C / Inert atmosphere

4: hydrazine hydrate / ethanol / 24 h / 20 °C

5: phosphorus(V) oxybromide / toluene / 1 h / 110 °C

6: sodium carbonate / N,N-dimethyl-formamide / 15 h / 85 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; sodium carbonate; hydrazine hydrate; lithium diisopropyl amide; phosphorus(V) oxybromide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bioorg.2022.105704