acetic anhydride
(3S)-3-azido-1-(phenylmethyl)pyrrolidine
A
N-[(3R)-3-pyrrolidinyl]acetamide
B
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; ruphos In toluene at 100℃; for 18h; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
at 20℃; | 92% |
Conditions | Yield |
---|---|
With triethylamine at 20℃; | 92% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃; for 1h; | 92% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With potassium carbonate In 1,4-dioxane at 95℃; | 86.4% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 120℃; for 4h; | 86% |
3,7-dihydro-9,10-difluoro-3-methyl-7-oxo-2H-pyrido<3,2,1-ij><1,3,4>benzoxadiazine-6-carboxylic acid ethyl ester
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With pyridine Heating; | 85% |
C14H7Cl3N4O2S
(S)-N-(pyrrolidin-3-yl)acetamide
(S)-N-(1-(6-cyano-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidin-2-ylsulfonyl)pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 14h; | 81% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 100℃; for 3h; Sealed tube; | 81% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 100℃; for 16h; | 76% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 1h; | 76% |
2-chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In chloroform at 20℃; for 16h; | 74% |
p-benzyloxyphenylbromide
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With potassium phosphate; CVT-2537 In dimethyl sulfoxide at 110℃; for 16h; Inert atmosphere; | 71% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With potassium carbonate at 135 - 140℃; Sealed tube; Inert atmosphere; | 68% |
5-chloro-7-{[methoxy(methyl)amino]carbonyl}quinolin-8-yl trifluoromethanesulfonate
(S)-N-(pyrrolidin-3-yl)acetamide
8-[(3S)-3-(acetylamino)pyrrolidin-1-yl]-5-chloro-N-methoxy-N-methylquinoline-7-carboxamide
Conditions | Yield |
---|---|
With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate In tetrahydrofuran at 65℃; | 66% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; XPhos In 1,4-dioxane at 100℃; under 1034.32 Torr; for 8h; Buchwald-Hartwig Coupling; Inert atmosphere; Sealed tube; | 64% |
4,5-dichloro-3-nitropyridin-2-ylamine
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 45℃; for 18h; | 61% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 20h; | 59% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 60℃; Inert atmosphere; | 46.1% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With triethylamine In 1-methyl-pyrrolidin-2-one at 170℃; | 46% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 65℃; | 43.2% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃; for 3h; | 39% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With 2-chloro-1,3-dimethylimidazolinium chloride; N-ethyl-N,N-diisopropylamine In 1,4-dioxane; 1,2-dichloro-ethane at 20℃; for 20h; | 34% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With potassium phosphate; palladium diacetate; ruphos In toluene for 3h; Molecular sieve; Inert atmosphere; Reflux; | 33% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With triethylamine In dimethyl sulfoxide at 120℃; for 14h; | 31% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
Stage #1: 2-((3R,4aR,6aS,7R,10bR)-3-cyclopentyl-6a,10b-dimethyl-8-methylidenedecahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)acetaldehyde; (S)-N-(pyrrolidin-3-yl)acetamide In tetrahydrofuran at 20℃; for 10h; Stage #2: With sodium cyanoborohydride In tetrahydrofuran at 20℃; for 2h; | 29.1% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 70℃; for 3h; | 24% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With potassium carbonate In 1,4-dioxane at 90℃; for 10h; | 15.2% |
(S)-N-(pyrrolidin-3-yl)acetamide
Conditions | Yield |
---|---|
With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1.5h; | 15% |
The (3S)-(-)-3-Acetamidopyrrolidine, also known as (S)-N-Pyrrolidin-3-ylacetamide, is an organic compound with the formula C6H12N2O. It belongs to the product categories of 3-Aminopyrrolidines; Amides (Chiral); Chiral 3-Aminopyrrolidines; Chiral Building Blocks; Synthetic Organic Chemistry. With the CAS registry number 114636-31-6, its IUPAC name is N-[(3S)-pyrrolidin-3-yl]acetamide. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place.
Physical properties of (3S)-(-)-3-Acetamidopyrrolidine: (1)ACD/LogP: -1.24; (2)ACD/LogD (pH 5.5): -4.3; (3)ACD/LogD (pH 7.4): -3.47; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.485; (12)Molar Refractivity: 35.17 cm3; (13)Molar Volume: 122.5 cm3; (14)Surface Tension: 36 dyne/cm; (15)Density: 1.04 g/cm3; (16)Flash Point: 150.8 °C; (17)Enthalpy of Vaporization: 54.74 kJ/mol; (18)Boiling Point: 306.8 °C at 760 mmHg; (19)Vapour Pressure: 0.000752 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(=O)NC1CCNC1
(2)Isomeric SMILES: CC(=O)N[C@H]1CCNC1
(3)InChI: InChI=1S/C6H12N2O/c1-5(9)8-6-2-3-7-4-6/h6-7H,2-4H2,1H3,(H,8,9)/t6-/m0/s1
(4)InChIKey: HDCCJUCOIKLZNM-LURJTMIESA-N
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