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2-methyl-4-nitrobenzoic acid
2-methyl-4-nitrobenzoyl chloride
Conditions | Yield |
---|---|
With thionyl chloride | |
With thionyl chloride Heating; | |
With thionyl chloride Substitution; |
methanol
2-methyl-4-nitrobenzoyl chloride
methyl 2-methyl-4-nitrobenzoate
Conditions | Yield |
---|---|
In dichloromethane at 0℃; for 0.5h; | 100% |
In dichloromethane at 0℃; for 0.5h; | 100% |
2,2-dimethylpropionic acid 7-chloro-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester
2-methyl-4-nitrobenzoyl chloride
2,2-dimethylpropionic acid 7-chloro-1-(2-methyl-4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 1h; | 98% |
With triethylamine In dichloromethane at 0 - 20℃; for 1.25h; | 98% |
2,2-dimethylpropionic acid 7-fluoro-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester
2-methyl-4-nitrobenzoyl chloride
2,2-dimethylpropionic acid 7-fluoro-1-(2-methyl-4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 1h; | 97% |
2-methyl-4-nitrobenzoyl chloride
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
1-(4-nitro-2-methylbenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Stage #1: 7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one With magnesium hydroxide In acetonitrile at 10℃; for 0.5h; Stage #2: 2-methyl-4-nitrobenzoyl chloride In acetonitrile for 5h; | 95% |
With sodium hydroxide In acetonitrile at 20℃; for 1h; | 73% |
With triethylamine In dichloromethane at 20℃; for 2h; Acylation; | 32% |
2-methyl-4-nitrobenzoyl chloride
7-chloro-2,3,4,5-tetrahydro-1H-benzo[b]azepine
(7-chloro-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)-2-methyl-4-nitrobenzamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane for 1h; | 91% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h; Reagent/catalyst; | 88.7% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 3h; Reagent/catalyst; | 88% |
2-methyl-4-nitrobenzoyl chloride
methyl 4-(2-amino-5-chlorophenyl)-4-oxobutyrate
C19H17ClN2O6
Conditions | Yield |
---|---|
With pyridine In dichloromethane | 87% |
L-glutamic acid diethyl ester
2-methyl-4-nitrobenzoyl chloride
diethyl N-(2-methyl-4-nitrobenzoyl)-L-glutamate
Conditions | Yield |
---|---|
With pyridine In toluene at 0 - 25℃; for 1.5h; | 77% |
2-methyl-4-nitrobenzoyl chloride
4-methoxy-aniline
N-(4-Methoxy-phenyl)-2-methyl-4-nitro-benzamide
Conditions | Yield |
---|---|
In pyridine Heating; | 75% |
L-glutamic acid
2-methyl-4-nitrobenzoyl chloride
Conditions | Yield |
---|---|
With sodium hydroxide |
1-tert-butylamino-2,3-dihydroxypropane
2-methyl-4-nitrobenzoyl chloride
2-Methyl-4-nitro-benzoic acid 3-tert-butylamino-2-hydroxy-propyl ester
Conditions | Yield |
---|---|
With pyridine In toluene for 2h; Ambient temperature; |
diazomethane
2-methyl-4-nitrobenzoyl chloride
2-Diazo-1-(2-methyl-4-nitro-phenyl)-ethanone
Conditions | Yield |
---|---|
In diethyl ether |
2-methyl-4-nitrobenzoyl chloride
10,11-dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine
(5H,11H-Benzo[e]pyrrolo[1,2-a][1,4]diazepin-10-yl)-(2-methyl-4-nitro-phenyl)-methanone
2-methyl-4-nitrobenzoyl chloride
3,4,5,10,11,11a-hexahydro-1H-2-thia-4a,10-diazadibenzo[a,d]cycloheptene
Conditions | Yield |
---|---|
With triethylamine In dichloromethane |
1H-pyrrolo[2,3-b]pyridin-5-amine
2-methyl-4-nitrobenzoyl chloride
2-methyl-5-nitro-N-(1H-pyrrolo[2,3-b]pyridin-5-yl)-benzamide
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; for 16h; |
2-methyl-4-nitrobenzoyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 2: Zn; NH4Cl / methanol View Scheme |
2-methyl-4-nitrobenzoyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Et3N / CH2Cl2 2: Zn; NH4Cl / methanol 3: Et3N / CH2Cl2 View Scheme |
2-methyl-4-nitrobenzoyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 91 percent / pyridine / CH2Cl2 / 1 h 2: 97 percent / SnCl2*2H2O / ethanol / 3 h / Heating View Scheme |
2-methyl-4-nitrobenzoyl chloride
tolvaptan
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 32 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 39 percent / SnCl2*2H2O; conc. HCl / ethanol / 20 °C 3: 53 percent / Et3N / CH2Cl2 / 1.5 h / 20 °C 4: 30 percent / NaBH4 / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydrogencarbonate / dichloromethane; water / pH 7 - 8 2.1: tin(ll) chloride / methanol / 16 h / 20 °C 3.1: sodium hydrogencarbonate / dichloromethane / 0 - 5 °C / pH 7 - 8 4.1: sodium tetrahydroborate; methanol / 1 h / 20 °C 4.2: pH 6 - 7 View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydrogencarbonate / water; dichloromethane / 0 - 5 °C / pH 7.0 - 8.0 2.1: tin(IV) chloride / methanol / 16 h / 20 °C 3.1: sodium hydrogencarbonate / water; dichloromethane / 0 - 5 °C / pH 7.0 - 8.0 4.1: sodium tetrahydroborate / methanol / 1 h / 20 °C 4.2: pH 6.0 - 7.0 View Scheme | |
Multi-step reaction with 4 steps 1.1: magnesium hydroxide / acetonitrile / 0.5 h / 10 °C 1.2: 5 h 2.1: methanol; tin(II) chloride dihdyrate / 23 h / 10 °C 3.1: magnesium hydroxide / dichloromethane; water / 0.5 h / 10 °C 3.2: 3 h 4.1: sodium tetrahydroborate; methanol / 1 h View Scheme |
2-methyl-4-nitrobenzoyl chloride
1-(4-amino-2-methylbenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 32 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 39 percent / SnCl2*2H2O; conc. HCl / ethanol / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / dichloromethane; water / pH 7 - 8 2: tin(ll) chloride / methanol / 16 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / water; dichloromethane / 0 - 5 °C / pH 7.0 - 8.0 2: tin(IV) chloride / methanol / 16 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: magnesium hydroxide / acetonitrile / 0.5 h / 10 °C 1.2: 5 h 2.1: methanol; tin(II) chloride dihdyrate / 23 h / 10 °C View Scheme |
2-methyl-4-nitrobenzoyl chloride
MOP-21826
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 32 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 39 percent / SnCl2*2H2O; conc. HCl / ethanol / 20 °C 3: 53 percent / Et3N / CH2Cl2 / 1.5 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate / dichloromethane; water / pH 7 - 8 2: tin(ll) chloride / methanol / 16 h / 20 °C 3: sodium hydrogencarbonate / dichloromethane / 0 - 5 °C / pH 7 - 8 View Scheme | |
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate / water; dichloromethane / 0 - 5 °C / pH 7.0 - 8.0 2: tin(IV) chloride / methanol / 16 h / 20 °C 3: sodium hydrogencarbonate / water; dichloromethane / 0 - 5 °C / pH 7.0 - 8.0 View Scheme | |
Multi-step reaction with 3 steps 1.1: magnesium hydroxide / acetonitrile / 0.5 h / 10 °C 1.2: 5 h 2.1: methanol; tin(II) chloride dihdyrate / 23 h / 10 °C 3.1: magnesium hydroxide / dichloromethane; water / 0.5 h / 10 °C 3.2: 3 h View Scheme |
2-methyl-4-nitrobenzoyl chloride
(4-Amino-2-methyl-phenyl)-(5H,11H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-10-yl)-methanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: H2 / Pd/C View Scheme |
2-methyl-4-nitrobenzoyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 2: H2 / Pd/C View Scheme |
2-methyl-4-nitrobenzoyl chloride
diethyl N-(4-amino-2-methylbenzoyl)-L-glutamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 77 percent / pyridine / toluene / 1.5 h / 0 - 25 °C 2: 81 percent / H2 / 10percent Pd/C / ethanol / 760 Torr View Scheme |
2-methyl-4-nitrobenzoyl chloride
diethyl N-<2-methyl-4-(prop-2-ynylamino)benzoyl>-L-glutamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 77 percent / pyridine / toluene / 1.5 h / 0 - 25 °C 2: 81 percent / H2 / 10percent Pd/C / ethanol / 760 Torr 3: 37 percent / 2,6-lutidine / N,N-dimethyl-acetamide / 48 h / Ambient temperature View Scheme |
2-methyl-4-nitrobenzoyl chloride
N-<2-methyl-4-prop-2-ynylamino>benzoyl>-L-glutamic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 77 percent / pyridine / toluene / 1.5 h / 0 - 25 °C 2: 81 percent / H2 / 10percent Pd/C / ethanol / 760 Torr 3: 37 percent / 2,6-lutidine / N,N-dimethyl-acetamide / 48 h / Ambient temperature 4: 39 percent / CaCO3 / N,N-dimethyl-acetamide / 48 h / Ambient temperature 5: 38 percent / aq. NaOH / ethanol / 18 h / Ambient temperature View Scheme |
2-methyl-4-nitrobenzoyl chloride
diethyl N-<2-methyl-4-prop-2-ynylamino>benzoyl>-L-glutamate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 77 percent / pyridine / toluene / 1.5 h / 0 - 25 °C 2: 81 percent / H2 / 10percent Pd/C / ethanol / 760 Torr 3: 37 percent / 2,6-lutidine / N,N-dimethyl-acetamide / 48 h / Ambient temperature 4: 39 percent / CaCO3 / N,N-dimethyl-acetamide / 48 h / Ambient temperature View Scheme |
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