3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid

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Chemical Name:3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid
CAS No.:799242-58-3
Molecular Formula:C₂₅H₂₃N₅O₃
Molecular Weight:441.489
Hs Code.:

Synonyms:3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid

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Chemical Property of 3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid

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Technology Process of 3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid

There total 8 articles about 3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid 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: 100.0%

: 799242-57-2
3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid tert-butyl ester

: 799242-58-3
3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 12h;
DOI:10.1016/j.bmcl.2007.03.046

Reference yield:

: 799242-32-3
3-(2-methyl-4-nitro-phenoxy)-benzoic acid tert-butyl ester

: 799242-58-3
3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 58.4 g / H₂ / Pd(OH)2 / ethanol / 2 h / 20 °C / 2327.23 Torr

2: 1.1 g / Et₃N / 2-methyl-propan-2-ol; 1,2-dichloro-ethane / 5 h / Heating

3: Et₃N / dimethylsulfoxide / 120 °C

4: 100 percent / TFA / CH₂Cl₂ / 12 h

With hydrogen; triethylamine; trifluoroacetic acid; palladium dihydroxide; In ethanol; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2007.03.046

Reference yield:

: 455-88-9
5-nitro-2-fluorotoluene

: 799242-58-3
3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide / 0.5 h / 10 - 15 °C

1.2: 73 g / dimethylformamide / 20 - 60 °C

2.1: 58.4 g / H₂ / Pd(OH)2 / ethanol / 2 h / 20 °C / 2327.23 Torr

3.1: 1.1 g / Et₃N / 2-methyl-propan-2-ol; 1,2-dichloro-ethane / 5 h / Heating

4.1: Et₃N / dimethylsulfoxide / 120 °C

5.1: 100 percent / TFA / CH₂Cl₂ / 12 h

With hydrogen; sodium hydride; triethylamine; trifluoroacetic acid; palladium dihydroxide; In ethanol; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2007.03.046