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| CAS No.: | 133111-56-5 |
|---|---|
| Name: | 6-(4-Chlorophenyl)-2,3-Dihydro-2,2-DiMethyl-7-Phenyl-1H-Pyrrolizine |
| Article Data: | 9 |
| Molecular Structure: | |
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| Formula: | C21H20 Cl N |
| Molecular Weight: | 321.85 |
| Synonyms: | 6-(4-Chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine |
| PSA: | 4.93000 |
| LogP: | 6.05780 |
- 144851-82-1METHYL2-AMINO-3-FLUOROBENZOATE
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
- 173606-50-3BOC-10-AMINODECANOIC ACID
- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 536-38-9
4-chlorobenzoylmethyl bromide
- 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole
- 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
| Conditions | Yield |
|---|---|
| Stage #1: 5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole With sodium hydrogencarbonate In methanol Stage #2: 4-chlorobenzoylmethyl bromide In methanol for 20h; Stage #3: With water at 40℃; for 1h; | 84% |
| With sodium hydrogencarbonate In ethanol at 20℃; for 36h; | 25% |
| With sodium hydrogencarbonate In ethanol; water at 20℃; for 36h; | 25% |
- 1679-18-1
4-Chlorophenylboronic acid
- 226900-28-3
2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-6-yl trifluoromethanesulfonate
- 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
| Conditions | Yield |
|---|---|
| With potassium hydroxide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran 1) rt, overnight; 2) reflux, 24 h; | 15% |
- 873-77-8
(4-chlorphenyl)magnesium bromide
- 226900-31-8
N,N-diethyl 2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-6-yl carbamate
- 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
| Conditions | Yield |
|---|---|
| With Ni(aca)2 In tetrahydrofuran Heating; Yield given; |
- 873-77-8
(4-chlorphenyl)magnesium bromide
- 226900-35-2
diethyl 2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-6-yl phosphate
- 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
| Conditions | Yield |
|---|---|
| With Ni(aca)2 In tetrahydrofuran Heating; Yield given; |
- 3355-31-5
1-chloro-3-phenyl-2-propyne
- 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: 90 percent / aq. NaOH, NaI, n-Bu4NI / toluene / 24 h / 50 °C 2: 1.) Et3N, 2.) NaBH(OAc)3 / 1) CH2Cl2, rt, 15 min; 2) CH2Cl2, rt, 12 h 3: 68 percent / pivalic acid / 5 h / 150 °C 4: 1.) NaH / 1) THF, rt, 1 h; 2) THF, 0 deg C, 5 min, rt, 20 h 5: 15 percent / Pd(PPh3)4, aq. KOH / tetrahydrofuran / 1) rt, overnight; 2) reflux, 24 h View Scheme | |
| Multi-step reaction with 5 steps 1: 90 percent / aq. NaOH, NaI, n-Bu4NI / toluene / 24 h / 50 °C 2: 1.) Et3N, 2.) NaBH(OAc)3 / 1) CH2Cl2, rt, 15 min; 2) CH2Cl2, rt, 12 h 3: 68 percent / pivalic acid / 5 h / 150 °C 4: 1.) NaH / 1) THF, rt, 1 h; 2) THF, 0 deg C, 5 min, rt, 20 h 5: Ni(aca)2 / tetrahydrofuran / Heating View Scheme | |
| Multi-step reaction with 5 steps 1: 90 percent / aq. NaOH, NaI, n-Bu4NI / toluene / 24 h / 50 °C 2: 1.) Et3N, 2.) NaBH(OAc)3 / 1) CH2Cl2, rt, 15 min; 2) CH2Cl2, rt, 12 h 3: 68 percent / pivalic acid / 5 h / 150 °C 4: 1.) NaH / 1) THF, rt, 1 h; 2) THF, 0 deg C, 5 min, rt, 20 h 5: Ni(aca)2 / tetrahydrofuran / Heating View Scheme |
- 197963-29-4
2,2-dimethyl-5-phenylpent-4-ynal
- 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: 1.) Et3N, 2.) NaBH(OAc)3 / 1) CH2Cl2, rt, 15 min; 2) CH2Cl2, rt, 12 h 2: 68 percent / pivalic acid / 5 h / 150 °C 3: 1.) NaH / 1) THF, rt, 1 h; 2) THF, 0 deg C, 5 min, rt, 20 h 4: 15 percent / Pd(PPh3)4, aq. KOH / tetrahydrofuran / 1) rt, overnight; 2) reflux, 24 h View Scheme | |
| Multi-step reaction with 4 steps 1: 1.) Et3N, 2.) NaBH(OAc)3 / 1) CH2Cl2, rt, 15 min; 2) CH2Cl2, rt, 12 h 2: 68 percent / pivalic acid / 5 h / 150 °C 3: 1.) NaH / 1) THF, rt, 1 h; 2) THF, 0 deg C, 5 min, rt, 20 h 4: Ni(aca)2 / tetrahydrofuran / Heating View Scheme | |
| Multi-step reaction with 4 steps 1: 1.) Et3N, 2.) NaBH(OAc)3 / 1) CH2Cl2, rt, 15 min; 2) CH2Cl2, rt, 12 h 2: 68 percent / pivalic acid / 5 h / 150 °C 3: 1.) NaH / 1) THF, rt, 1 h; 2) THF, 0 deg C, 5 min, rt, 20 h 4: Ni(aca)2 / tetrahydrofuran / Heating View Scheme |
- 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
| Conditions | Yield |
|---|---|
| Stage #1: 6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine With dipotassium peroxodisulfate; acetic acid; [2,2]bipyridinyl; palladium diacetate at 20 - 100℃; for 8h; Stage #2: With sodium carbonate In water pH=7; | 88% |
- 67-56-1
methanol
- 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
- 503-38-8
trichloromethyl chloroformate
- 262426-69-7
6-(4-chlorophenyl)-2,3-dihydro-2,2-dimethyl-7-phenyl-1H-pyrrolizine-5-carboxylic acid methyl ester
| Conditions | Yield |
|---|---|
| Stage #1: 6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine; trichloromethyl chloroformate With triethylamine In tetrahydrofuran at 20℃; for 7h; Stage #2: methanol In tetrahydrofuran at 20℃; for 12h; | 84% |
- 5199-50-8
methyl 2-iodoacetate
- 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
- 1061179-20-1
methyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine-5-yl)acetate
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; iron(II) sulfate; dimethyl sulfoxide In water at 10 - 20℃; for 0.25h; Product distribution / selectivity; Cooling with cold water bath; | 78% |
| With dihydrogen peroxide; iron(II) sulfate; dimethyl sulfoxide; sodium iodide at 10 - 20℃; for 0.333333h; Product distribution / selectivity; Cooling with cold water bath; | 45% |
| With dihydrogen peroxide; iron(II) sulfate In dimethyl sulfoxide for 1h; |
- 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
- 623-48-3
ethyl iodoacetae
- 156897-35-7
ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)acetate
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; iron(II) sulfate In dimethyl sulfoxide for 1h; | 78% |
| With dihydrogen peroxide; iron(II) sulfate; dimethyl sulfoxide In water; acetonitrile at 5 - 18℃; for 0.25h; Product distribution / selectivity; Cooling with cold water bath; | 59% |
| With dihydrogen peroxide; iron(II) sulfate; dimethyl sulfoxide In water at 10 - 20℃; for 0.25 - 2h; Product distribution / selectivity; Cooling with cold water bath; | 51% |
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Chemistry
Molecule structure of 6-(4-Chlorophenyl)-2,3-dihydro-2,2-dimethyl-7-phenyl-1H-pyrrolizine (CAS NO.133111-56-5):
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Molecular Weight: 321.843 g/mol
Molecular Formula: C21H20ClN
Smiles of 6-(4-Chlorophenyl)-2,3-dihydro-2,2-dimethyl-7-phenyl-1H-pyrrolizine (CAS NO.133111-56-5): CC1(C)CC2=C(c3ccccc3)C(c4ccc(Cl)cc4)=CN2C1