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inquiryTechnical Data Sheet Chemical name: 2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine Moleculor Formula : C14H18N4O3 Molecular Weight:: 290.32 CAS#: 738-70-5 EINECS: 212-006-2 Appearance:white powder Storage:cool and dry Package:25kg 10kg
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inquiryChemical Name: Trimethoprim (TMP) Other name: Abaprim;5-((3,4,5-trimethoxyphenyl)methyl)-2,4-pyrimidinediamine;5-(3,4,5-trimethoxybenzyl)-2,4-diaminopyrimidine CAS: 738-70-5 EINECS No.: 212-006-2 Formula: C14H18N4O3 Molecular Weight: 29
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inquiryTrimethoprim Chemical Name: Trimethoprim (TMP) Other name: Abaprim;5-((3,4,5-trimethoxyphenyl)methyl)-2,4-pyrimidinediamine;5-(3,4,5-trimethoxybenzyl)-2,4-diaminopyrimidine CAS: 738-70-5 EINECS No.: 212-006-2 Formula: C14H18N4O3 Molec
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3-anilino-2-(3,4,5-trimethoxybenzyl)propenenitrile
guanidine nitrate
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Stage #1: guanidine nitrate With sodium methylate at 30℃; for 0.5h; Reflux; Stage #2: 3-anilino-2-(3,4,5-trimethoxybenzyl)propenenitrile for 10h; Reflux; | 95% |
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
90% |
2,4-dichloro-5-(3,4,5-trimethoxybenzyl)pyrimidine
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
With ammonia In methanol at 175℃; for 6h; | 85% |
With ammonia In ethanol at 120℃; for 12h; | 83% |
6-methylsulfanyl-5-(3,4,5-trimethoxy-benzyl)-pyrimidine-2,4-diamine
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
With Raney nickel W-5 In ethanol; 2-methoxy-ethanol; water at 120℃; for 1h; | 83% |
2,4-diamino-5-(3,5-dimethoxy-4-hydroxybenzyl)pyrimidine
methyl iodide
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
With sodium methylate In dimethyl sulfoxide for 4h; Ambient temperature; | 66% |
2,4-dichloro-5-(3,4,5-trimethoxybenzyl)pyrimidine
B
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
With ammonia In ethanol at 120℃; for 8h; | A 22% B 55% |
3,4,5-trimethoxy-2'-(methoxymethyl)cinnamonitrile
sodium methylate
diguanidine carbonate
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
1) DMSO, 70 to 75 deg C, 1.0 h, 2) DMSO, 110 deg C, 1.0 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With sodium ethanolate 1.) ethanol, RT, 20 min, 2.) ethanol, reflux, 12 h; Yield given. Multistep reaction; |
2,4-diamino-5-(3,4,5-trimethoxybenzyl)-6-chloropyrimidine
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
With hydrogen; acetic acid; palladium on activated charcoal In water |
3-morpholino-5-(3',4',5'-trimethoxybenzyl)acrylopyrimidine
guanidine nitrate
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
In ethanol; dimethyl sulfoxide for 18h; Heating; | |
With dimethyl sulfoxide In ethanol |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaOMe / dimethylsulfoxide 2: DMSO / ethanol View Scheme | |
Multi-step reaction with 5 steps 1: 95 percent / TEBA / 1 h / 85 °C 2: 90 percent / H2 / 10 percent Pd/C / ethyl acetate / 2.5 h 3: Na / methanol / 12 h / Heating 4: PCl5; POCl3 / 4 h / Heating 5: H2; AcOH / 10 percent Pd/C / H2O View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium methylate; 15-crown-5 / dimethyl sulfoxide / 2.5 h / 105 °C 2.1: water; sodium tetrahydroborate / 1 h / 20 °C 3.1: acetic anhydride / N,N-dimethyl-formamide / 1 h / Reflux 3.2: 1 h / Reflux 4.1: triethylamine; p-toluenesulfonyl chloride / dichloromethane / 1 h / 0 - 25 °C 4.2: 1.5 h / 25 - 30 °C View Scheme |
diethyl 3,4,5-trimethoxybenzyl phosphate
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: i-PrMgCl*LiCl / tetrahydrofuran; 1,2-dimethoxy-ethane / 4 h / 0 °C 1.2: CuBr; P(OEt)3 / 1,2-dimethoxy-ethane; tetrahydrofuran / 0.17 h / -15 °C 1.3: 81 percent / tetrabutylammonium iodide / tetrahydrofuran; 1,2-dimethoxy-ethane / 1.5 h / 60 °C 2.1: 87 percent / aq. HCl / methanol / 0.25 h / 20 °C 3.1: 86 percent / N,N-dimethylbenzenamine; POCl3 / 1 h / 110 °C 4.1: 85 percent / NH3 / methanol / 6 h / 175 °C View Scheme |
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4(1H,3H)-dione
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 86 percent / N,N-dimethylbenzenamine; POCl3 / 1 h / 110 °C 2: 85 percent / NH3 / methanol / 6 h / 175 °C View Scheme |
2,4-di-tert-butoxy-5-(3,4,5-trimethoxybenzyl)pyrimidine
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 87 percent / aq. HCl / methanol / 0.25 h / 20 °C 2: 86 percent / N,N-dimethylbenzenamine; POCl3 / 1 h / 110 °C 3: 85 percent / NH3 / methanol / 6 h / 175 °C View Scheme |
(3,4,5-trimethoxyphenyl)methanol
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 83 percent / DMAP; Et3N / tetrahydrofuran / 4 h / 20 °C 2.1: i-PrMgCl*LiCl / tetrahydrofuran; 1,2-dimethoxy-ethane / 4 h / 0 °C 2.2: CuBr; P(OEt)3 / 1,2-dimethoxy-ethane; tetrahydrofuran / 0.17 h / -15 °C 2.3: 81 percent / tetrabutylammonium iodide / tetrahydrofuran; 1,2-dimethoxy-ethane / 1.5 h / 60 °C 3.1: 87 percent / aq. HCl / methanol / 0.25 h / 20 °C 4.1: 86 percent / N,N-dimethylbenzenamine; POCl3 / 1 h / 110 °C 5.1: 85 percent / NH3 / methanol / 6 h / 175 °C View Scheme |
2-cyano-3-(3,4,5-trimethoxy-phenyl)propionic acid ethyl ester
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Na / methanol / 12 h / Heating 2: PCl5; POCl3 / 4 h / Heating 3: H2; AcOH / 10 percent Pd/C / H2O View Scheme |
2,4-diamino-5-(3',4',5'-trimethoxy-benzyl)-6-hydroxy-pyrimidine
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: PCl5; POCl3 / 4 h / Heating 2: H2; AcOH / 10 percent Pd/C / H2O View Scheme | |
Stage #1: 2,4-diamino-5-(3',4',5'-trimethoxy-benzyl)-6-hydroxy-pyrimidine With triethylamine; p-toluenesulfonyl chloride In dichloromethane at 0 - 25℃; for 1h; Stage #2: With sodium tetrahydroborate In dichloromethane at 25 - 30℃; for 1.5h; |
(Z)-β-(3,4,5-trimethoxyphenyl) α-cyano propenoic acid
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 90 percent / H2 / 10 percent Pd/C / ethyl acetate / 2.5 h 2: Na / methanol / 12 h / Heating 3: PCl5; POCl3 / 4 h / Heating 4: H2; AcOH / 10 percent Pd/C / H2O View Scheme |
3,4,5-trimethoxyphenylacetaldehyde
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 99.5 percent / n-BuLi / tetrahydrofuran; hexane / 14 h / Ambient temperature 2: 73.6 percent / POCl3 / 14 h / Ambient temperature 3: 100 percent / NH2OH*HCl, AcONa / ethanol / 14 h / Ambient temperature 4: 93.5 percent / Ac2O / 2 h / Heating 5: 1.) NaOEt / 1.) ethanol, RT, 20 min, 2.) ethanol, reflux, 12 h View Scheme |
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 73.6 percent / POCl3 / 14 h / Ambient temperature 2: 100 percent / NH2OH*HCl, AcONa / ethanol / 14 h / Ambient temperature 3: 93.5 percent / Ac2O / 2 h / Heating 4: 1.) NaOEt / 1.) ethanol, RT, 20 min, 2.) ethanol, reflux, 12 h View Scheme |
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 100 percent / NH2OH*HCl, AcONa / ethanol / 14 h / Ambient temperature 2: 93.5 percent / Ac2O / 2 h / Heating 3: 1.) NaOEt / 1.) ethanol, RT, 20 min, 2.) ethanol, reflux, 12 h View Scheme |
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 93.5 percent / Ac2O / 2 h / Heating 2: 1.) NaOEt / 1.) ethanol, RT, 20 min, 2.) ethanol, reflux, 12 h View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1) lithium diisopropylamide / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 1 h 2: 79 percent / triethylsilane / trifluoroacetic acid / Ambient temperature 3: 83 percent / ammonia / ethanol / 12 h / 120 °C View Scheme | |
Multi-step reaction with 3 steps 1: 1) lithium diisopropylamide / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 1 h 2: 79 percent / triethylsilane / trifluoroacetic acid / Ambient temperature 3: 55 percent / ammonia / ethanol / 8 h / 120 °C View Scheme | |
Multi-step reaction with 2 steps 1: 82 percent / methanol / Ambient temperature 2: 1) DMSO, 70 to 75 deg C, 1.0 h, 2) DMSO, 110 deg C, 1.0 h View Scheme |
2,4-dichloro-5-[hydroxy-(3,4,5-trimethoxyphenyl)methyl]pyrimidine
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 79 percent / triethylsilane / trifluoroacetic acid / Ambient temperature 2: 83 percent / ammonia / ethanol / 12 h / 120 °C View Scheme | |
Multi-step reaction with 2 steps 1: 79 percent / triethylsilane / trifluoroacetic acid / Ambient temperature 2: 55 percent / ammonia / ethanol / 8 h / 120 °C View Scheme |
2,6-dimethoxy-4-<(N,N-dimethylamino)methyl>phenol
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ethane-1,2-diol / 120 - 160 °C 2: 1.) NaOMe / 1.) DMSO 3: 83 percent / Raney nickel W-5 / 2-methoxy-ethanol; H2O; ethanol / 1 h / 120 °C View Scheme |
4-(2,4-Diamino-6-methylsulfanyl-pyrimidin-5-ylmethyl)-2,6-dimethoxy-phenol
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) NaOMe / 1.) DMSO 2: 83 percent / Raney nickel W-5 / 2-methoxy-ethanol; H2O; ethanol / 1 h / 120 °C View Scheme |
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