Technology Process of 4-[3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoic acid
There total 21 articles about 4-[3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-[4-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-5-nitropentyl]benzoic acid methyl ester;
With
sodium hydroxide;
at 20 ℃;
for 2h;
With
sulfuric acid;
at 0 ℃;
for 3h;
With
sodium hydroxide;
at 20 ℃;
for 1h;
pH=7;
DOI:10.1021/jo030248h
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 97 percent / H2 / Pd/C / ethanol / 18 h / 2585.74 Torr
2.1: 90 percent / pyridinium chlorochromate; sodium acetate / CH2Cl2 / 3 h / 20 °C
3.1: 61 percent / aq. NaOH / ethanol / 48 h / 38 °C
4.1: 96 percent / CH3SO2Cl; Et3N / CH2Cl2 / 0 - 20 °C
5.1: 85 percent / H2O; ethyl acetate / 24 h / 50 °C
6.1: aq. NaOH / 2 h / 20 °C
6.2: aq. H2SO4 / 3 h / 0 °C
6.3: 50.7 percent / aq. NaOH / 1 h / 20 °C / pH 7
With
sodium hydroxide; hydrogen; sodium acetate; methanesulfonyl chloride; triethylamine; pyridinium chlorochromate;
palladium on activated charcoal;
In
ethanol; dichloromethane; water; ethyl acetate;
3.1: Henry reaction / 5.1: Michael addition / 6.2: Nef reaction;
DOI:10.1021/jo030248h
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1) NaH / 1) THF, reflux, 4 h, 2) THF, reflux, 1.5 h
2: 100 percent / H2 / 10percent Pd/C / methanol / 4 h
3: 86 percent / oxalyl chloride, DMSO / CH2Cl2 / -60 °C
4: 1) t-BuOK / 1) THF, toluene, 2) toluene, 0 deg C
5: 1) CH2Cl2, molecular sieves 3A, UV, 0 - 5 deg C, 2 h, 2) 10 min
6: 80 percent / 1 M BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / Heating
7: CF3COOH, H2O
With
oxalyl dichloride; potassium tert-butylate; water; hydrogen; sodium hydride; potassium n-butoxide; dimethyl sulfoxide; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo00059a016
![4-[4-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-5-nitropentyl]benzoic acid methyl ester](/Databaselist/images/loading.webp)
