9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-methyl-1,4-diaza-spiro[5.5]undecan-5-one

Base Information

Chemical Name:9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-methyl-1,4-diaza-spiro[5.5]undecan-5-one
CAS No.:1178976-75-4
Molecular Formula:C₂₅H₂₇ClFN₅O₃
Molecular Weight:499.972
Hs Code.:

Synonyms:9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-methyl-1,4-diaza-spiro[5.5]undecan-5-one

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Chemical Property of 9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-methyl-1,4-diaza-spiro[5.5]undecan-5-one

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Technology Process of 9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-methyl-1,4-diaza-spiro[5.5]undecan-5-one

There total 12 articles about 9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-methyl-1,4-diaza-spiro[5.5]undecan-5-one 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: 56.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1178976-72-1
(trans)-9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1,4-diaza-spiro[5.5]undecan-5-one

: 1178976-75-4
9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-methyl-1,4-diaza-spiro[5.5]undecan-5-one

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; water; at 20 ℃;

Reference yield:

: 1046452-35-0
3-benzyl-3,4-dihydro-4-oxo-6-(1,4-dioxa-spiro[4,5]decan-8-yl-oxy)-7-methoxy-quinazoline

: 1178976-75-4
9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-methyl-1,4-diaza-spiro[5.5]undecan-5-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogen; acetic acid / palladium 10% on activated carbon / 60 °C

2.1: triethylamine; trichlorophosphate / acetonitrile / 2 h / 40 °C / Inert atmosphere; Reflux

2.2: 20 - 40 °C / Inert atmosphere

2.3: 20 °C

3.1: ethanol; water / 4 h / Reflux

4.1: sodium hydroxide; water / 25 h / 135 °C

4.2: 20 °C

5.1: thionyl chloride / Cooling with ice; Reflux

6.1: acetic acid; sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere

7.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

8.1: sodium hydroxide / methanol / 3 h / 20 °C

9.1: acetic acid; sodium tris(acetoxy)borohydride / water; tetrahydrofuran / 20 °C

With thionyl chloride; water; hydrogen; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; trifluoroacetic acid; sodium hydroxide; trichlorophosphate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetonitrile;

Reference yield:

: 808793-56-8
3-benzyl-6-hydroxy-7-methoxy-3H-quinazolin-4-one

: 1178976-75-4
9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-methyl-1,4-diaza-spiro[5.5]undecan-5-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 50 - 80 °C

2.1: hydrogen; acetic acid / palladium 10% on activated carbon / 60 °C

3.1: triethylamine; trichlorophosphate / acetonitrile / 2 h / 40 °C / Inert atmosphere; Reflux

3.2: 20 - 40 °C / Inert atmosphere

3.3: 20 °C

4.1: ethanol; water / 4 h / Reflux

5.1: sodium hydroxide; water / 25 h / 135 °C

5.2: 20 °C

6.1: thionyl chloride / Cooling with ice; Reflux

7.1: acetic acid; sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere

8.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

9.1: sodium hydroxide / methanol / 3 h / 20 °C

10.1: acetic acid; sodium tris(acetoxy)borohydride / water; tetrahydrofuran / 20 °C

With thionyl chloride; water; hydrogen; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; triethylamine; trifluoroacetic acid; sodium hydroxide; trichlorophosphate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;