methyl 3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-(3-chlorophenyl)propanoate

Base Information

Chemical Name:methyl 3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-(3-chlorophenyl)propanoate
CAS No.:151332-13-7
Molecular Formula:C₁₆H₁₅ClN₄O₃
Molecular Weight:346.773
Hs Code.:

Synonyms:methyl 3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-(3-chlorophenyl)propanoate

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Chemical Property of methyl 3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-(3-chlorophenyl)propanoate

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Technology Process of methyl 3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-(3-chlorophenyl)propanoate

There total 11 articles about methyl 3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-(3-chlorophenyl)propanoate 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:

: 56961-75-2
2,3,5-trichlorobenzaldehyde

: 151332-13-7
methyl 3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-(3-chlorophenyl)propanoate

Guidance literature:: Multi-step reaction with 11 steps

1: 73 percent / piperidine / pyridine / 8 h

2: NaH / tetrahydrofuran / 1.) from 5 to 10 deg C, 2 h, 2.) RT, overnight

3: 75 percent / NaOAc / H₂O; methanol / 22 h / Ambient temperature

4: 74.7 percent / DBN / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 48 h

5: 89.5 percent / Na₂CO₃ / methanol / 17 h / Ambient temperature

6: 92 percent / CH₂Cl₂ / 1 h / Ambient temperature

7: DBN / CH₂Cl₂ / 1.) 0 deg C, 10 min, 2.) RT, 1 h

8: 57.5 percent / NH₃ / methanol / 20 h / 100 °C

9: 88 percent / H₂, Et₃N / 30percent Pd/C / ethanol; dimethylformamide / 5 h / 760 Torr

10: 89 percent / 6N HCl / 18 h / Heating

11: thionyl chloride / 0 - 20 °C / 81 Torr

With piperidine; hydrogenchloride; thionyl chloride; 2,6-dichloro-benzonitrile; ammonia; hydrogen; sodium acetate; sodium hydride; sodium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00076a004

Reference yield:

: 135851-09-1
3-(2,3,5-trichlorophenyl)pentanedinitrile

: 151332-13-7
methyl 3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-(3-chlorophenyl)propanoate

Guidance literature:: Multi-step reaction with 10 steps

1: NaH / tetrahydrofuran / 1.) from 5 to 10 deg C, 2 h, 2.) RT, overnight

2: 75 percent / NaOAc / H₂O; methanol / 22 h / Ambient temperature

3: 74.7 percent / DBN / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 48 h

4: 89.5 percent / Na₂CO₃ / methanol / 17 h / Ambient temperature

5: 92 percent / CH₂Cl₂ / 1 h / Ambient temperature

6: DBN / CH₂Cl₂ / 1.) 0 deg C, 10 min, 2.) RT, 1 h

7: 57.5 percent / NH₃ / methanol / 20 h / 100 °C

8: 88 percent / H₂, Et₃N / 30percent Pd/C / ethanol; dimethylformamide / 5 h / 760 Torr

9: 89 percent / 6N HCl / 18 h / Heating

10: thionyl chloride / 0 - 20 °C / 81 Torr

With hydrogenchloride; thionyl chloride; 2,6-dichloro-benzonitrile; ammonia; hydrogen; sodium acetate; sodium hydride; sodium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00076a004

Reference yield:

: 135851-10-4
2-formyl-3-(2,3,5-trichlorophenyl)pentanedinitrile

: 151332-13-7
methyl 3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-(3-chlorophenyl)propanoate

Guidance literature:: Multi-step reaction with 9 steps

1: 75 percent / NaOAc / H₂O; methanol / 22 h / Ambient temperature

2: 74.7 percent / DBN / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 48 h

3: 89.5 percent / Na₂CO₃ / methanol / 17 h / Ambient temperature

4: 92 percent / CH₂Cl₂ / 1 h / Ambient temperature

5: DBN / CH₂Cl₂ / 1.) 0 deg C, 10 min, 2.) RT, 1 h

6: 57.5 percent / NH₃ / methanol / 20 h / 100 °C

7: 88 percent / H₂, Et₃N / 30percent Pd/C / ethanol; dimethylformamide / 5 h / 760 Torr

8: 89 percent / 6N HCl / 18 h / Heating

9: thionyl chloride / 0 - 20 °C / 81 Torr

With hydrogenchloride; thionyl chloride; 2,6-dichloro-benzonitrile; ammonia; hydrogen; sodium acetate; sodium carbonate; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00076a004