4'-fluoro-N-[3-(1-pyrrolidinylmethyl)-2H-chromen-7-yl]biphenyl-4-carboxamide

Base Information

Chemical Name:4'-fluoro-N-[3-(1-pyrrolidinylmethyl)-2H-chromen-7-yl]biphenyl-4-carboxamide
CAS No.:1361537-79-2
Molecular Formula:C₂₇H₂₅FN₂O₂
Molecular Weight:428.506
Hs Code.:

Synonyms:4'-fluoro-N-[3-(1-pyrrolidinylmethyl)-2H-chromen-7-yl]biphenyl-4-carboxamide

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Chemical Property of 4'-fluoro-N-[3-(1-pyrrolidinylmethyl)-2H-chromen-7-yl]biphenyl-4-carboxamide

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Technology Process of 4'-fluoro-N-[3-(1-pyrrolidinylmethyl)-2H-chromen-7-yl]biphenyl-4-carboxamide

There total 9 articles about 4'-fluoro-N-[3-(1-pyrrolidinylmethyl)-2H-chromen-7-yl]biphenyl-4-carboxamide 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: 63.0%

: 5731-10-2
4'-fluoro-biphenyl-4-carboxylic acid

: 331759-77-4
3-(pyrrolidin-1-ylmethyl)-2H-chromen-7-ylamine

: 1361537-79-2
4'-fluoro-N-[3-(1-pyrrolidinylmethyl)-2H-chromen-7-yl]biphenyl-4-carboxamide

Guidance literature:: With dmap; ethylene dichloride hydrochloride; benzotriazol-1-ol; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/jm201596h

Reference yield:

: 1099636-78-8
ethyl 3-[3-(acetylamino)phenoxy]propionate

: 1361537-79-2
4'-fluoro-N-[3-(1-pyrrolidinylmethyl)-2H-chromen-7-yl]biphenyl-4-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: hydrogenchloride / acetic acid / 4 h / 60 °C

2: thionyl chloride / Nitroethane / 2 h / 20 °C

3: aluminum (III) chloride / Nitroethane / 0.5 h / 5 - 20 °C / Cooling with ice

4: 4 h / 130 °C

5: 6 h / 100 °C

6: sodium tetrahydroborate / acetic acid; isopropyl alcohol / 3 h / 20 °C / Cooling with ice

7: hydrogenchloride / 3 h / 100 °C

8: dmap; ethylene dichloride hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 16 h / 20 °C

With hydrogenchloride; dmap; aluminum (III) chloride; sodium tetrahydroborate; thionyl chloride; ethylene dichloride hydrochloride; benzotriazol-1-ol; In Nitroethane; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; 3: Friedel Crafts cyclization;
DOI:10.1021/jm201596h

Reference yield:

: C₁₁H₁₂ClNO₃

: 1361537-79-2
4'-fluoro-N-[3-(1-pyrrolidinylmethyl)-2H-chromen-7-yl]biphenyl-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: aluminum (III) chloride / Nitroethane / 0.5 h / 5 - 20 °C / Cooling with ice

2: 4 h / 130 °C

3: 6 h / 100 °C

4: sodium tetrahydroborate / acetic acid; isopropyl alcohol / 3 h / 20 °C / Cooling with ice

5: hydrogenchloride / 3 h / 100 °C

6: dmap; ethylene dichloride hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 16 h / 20 °C

With hydrogenchloride; dmap; aluminum (III) chloride; sodium tetrahydroborate; ethylene dichloride hydrochloride; benzotriazol-1-ol; In Nitroethane; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; 1: Friedel Crafts cyclization;
DOI:10.1021/jm201596h