1-methylcyclopropyl 6-(6-{4-[amino]-2-fluorophenoxy}-5-methylpyrimidin-4-yl)-2,6-diazatricyclo[3.3.1.1～3,7～]decane-2-carboxylate

Base Information

Chemical Name:1-methylcyclopropyl 6-(6-{4-[amino]-2-fluorophenoxy}-5-methylpyrimidin-4-yl)-2,6-diazatricyclo[3.3.1.1～3,7～]decane-2-carboxylate
CAS No.:1417392-76-7
Molecular Formula:C₂₄H₂₈FN₅O₃
Molecular Weight:453.516
Hs Code.:

Synonyms:1-methylcyclopropyl 6-(6-{4-[amino]-2-fluorophenoxy}-5-methylpyrimidin-4-yl)-2,6-diazatricyclo[3.3.1.1～3,7～]decane-2-carboxylate

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Chemical Property of 1-methylcyclopropyl 6-(6-{4-[amino]-2-fluorophenoxy}-5-methylpyrimidin-4-yl)-2,6-diazatricyclo[3.3.1.1～3,7～]decane-2-carboxylate

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Technology Process of 1-methylcyclopropyl 6-(6-{4-[amino]-2-fluorophenoxy}-5-methylpyrimidin-4-yl)-2,6-diazatricyclo[3.3.1.1～3,7～]decane-2-carboxylate

There total 6 articles about 1-methylcyclopropyl 6-(6-{4-[amino]-2-fluorophenoxy}-5-methylpyrimidin-4-yl)-2,6-diazatricyclo[3.3.1.1～3,7～]decane-2-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: 72.0%

: 1417392-67-6
4-(6-chloro-5-methylpyrimidin-4-yloxy)-3-fluorobenzonitrile

: 1417392-17-6
1-methylcyclopropyl-2,6-diazatricyclo-[3.3.1.1^3,7]decane-2-carboxylate

: 1417392-76-7
1-methylcyclopropyl 6-(6-{4-[amino]-2-fluorophenoxy}-5-methylpyrimidin-4-yl)-2,6-diazatricyclo[3.3.1.1～3,7～]decane-2-carboxylate

Guidance literature:: With sodium hydrogencarbonate; In dimethyl sulfoxide; at 160 ℃; for 18h;
DOI:10.1021/jm301626p

Reference yield:

: 405-04-9
3-fluoro-4-hydroxybenzonitrile

: 1417392-76-7
1-methylcyclopropyl 6-(6-{4-[amino]-2-fluorophenoxy}-5-methylpyrimidin-4-yl)-2,6-diazatricyclo[3.3.1.1～3,7～]decane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate / acetonitrile / 18 h / Reflux; Inert atmosphere

2: sodium hydrogencarbonate / dimethyl sulfoxide / 18 h / 160 °C

With sodium hydrogencarbonate; caesium carbonate; In dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jm301626p

Reference yield:

: 141650-55-7
(endo)-3-amino-9-methyl-9-azabicyclo[3.3.1]-nonane

: 1417392-76-7
1-methylcyclopropyl 6-(6-{4-[amino]-2-fluorophenoxy}-5-methylpyrimidin-4-yl)-2,6-diazatricyclo[3.3.1.1～3,7～]decane-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert-butylhypochlorite / diethyl ether / 0.25 h / 23 °C / Inert atmosphere

1.2: 1 h / 35 °C / Inert atmosphere; Irradiation

2.1: triethylamine / dichloromethane / 15 h / 0 °C

3.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 1.5 h / 0 - 90 °C

4.1: sodium hydrogencarbonate / dimethyl sulfoxide / 18 h / 160 °C

With tert-butylhypochlorite; carbonochloridic acid 1-chloro-ethyl ester; sodium hydrogencarbonate; triethylamine; In diethyl ether; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; 1.1: |Hofmann-Loeffler-Freytag Synthesis / 1.2: |Hofmann-Loeffler-Freytag Synthesis;
DOI:10.1021/jm301626p