96568-35-3|1-Benzyl-N-methylpyrrolidin-3-amine| Ambeed

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Quality Control of [ 96568-35-3 ] Purity: 97% SDS Specification

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Product Details of [ 96568-35-3 ]

CAS No. :	96568-35-3
Formula :	C₁₂H₁₈N₂
M.W :	190.28
SMILES Code :	CNC1CN(CC2=CC=CC=C2)CC1
MDL No. :	MFCD00191308
InChI Key :	UEAYAIWNQQWSBK-UHFFFAOYSA-N
Pubchem ID :	13787478

Safety of [ 96568-35-3 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Application In Synthesis of [ 96568-35-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 96568-35-3 ]

[ 96568-35-3 ] Synthesis Path-Downstream 1~20

1
[ 24424-99-5 ]
[ 96568-35-3 ]
[ 172477-98-4 ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; at 20.0℃;	3-(Methylamino)-1-acetylpyrrolidine was prepared from 3-(methylamino)-1-benzylpyrrolidine (TCI America) after four steps: i) (Boc)2O, MeOH, rt; ii) H2 (1 atm), 10% Pd/C, EtOH; iii) AcCl, i-Pr2NEt, CH2Cl2; iv) CF3CO2H, CH2Cl2. (m/z): [M+H]+calcd for C7H14N2O: 143.12; found, 143.0.
	In methanol; at 20.0℃;	3-(Methylamino)-1-acetylpyrrolidine was prepared from 3-(methylamino)-1-benzylpyrrolidine (TCI America) after four steps: i) (Boc)2O, MeOH, rt; ii) H2 (1 atm), 10% Pd/C, EtOH; iii) AcCl, i-Pr2NEt, CH2C1-2; iv) CF3CO2H, CH2Cl2. (m/z): [M+H]+ calcd for C7H14N2O: 143.12; found, 143.0.
	In methanol; at 20.0℃;	3-(Methylamino)-1-acetylpyrrolidine was prepared from 3-(methylamino)-1-benzylpyrrolidine (TCI America) after four steps: i) (Boc)2O, MeOH, rt; ii) H2 (1 atm), 10% Pd/C, EtOH; iii) AcCl, i-Pr2NEt, CH2Cl2; iv) CF3CO2H, CH2Cl2. (m/z): [M+H]+ calcd for C7H14N2O: 143.12; found, 143.0.

	In methanol; at 20.0℃;	3-(Methylamino)-1-acetylpyrrolidine was prepared from 3-(methylamino)-1-benzylpyrrolidine (TCI America) after four steps: i) (Boc)2O, MeOH, rt; ii) H2 (1 atm), 10% Pd/C, EtOH; iii) AcCl, i-Pr2NEt, CH2Cl2; iv) CF3CO2H, CH2Cl2. (m/z): [M+H]+ calcd for C7H14N2O: 143.12; found, 143.0.; 3-(Methylamino)-1-(methanesulfonyl)pyrrolidine was prepared from 3-(methylamino)-1-benzylpyrrolidine after four steps: i) (Boc)2O, MeOH, rt; ii) H2 (1 atm), 10% Pd/C, EtOH; iii) CH3SO2Cl, i-Pr2NEt, CH2Cl2; iv) CF3CO2H, CH2Cl2. (m/z): [M+H]+ calcd for C6H14N2O2S: 179.08; found, 179.2. 3R-Methylamino-1-(methanesulfonyl)pyrrolidine was prepared in a similar manner from (3R)-(methylamino)-1-benzylpyrrolidine.
	In methanol; at 20.0℃;	3-(Methylamino)-1-(methanesulfonyl)pyrrolidine was prepared from 3-(methylamino)-1-benzylpyrrolidine after four steps: i) (Boc)2O, MeOH, rt; ii) H2 (1 atm), 10% Pd/C, EtOH; iii) CH3SO2Cl, i-Pr2NEt, CH2Cl2; iv) CF3CO2H, CH2Cl2. (m/z): [M+H]+ calcd for C6H14N2O2S: 179.08; found, 179.2.
	In methanol; for 48.0h;	A mixture of EXAMPLE 1H (3.54 g) and methanol-washed Raney Nickel (16 g) in 20% ammonia in methanol (w/w) (60 mL) at 25 C. in a Paar apparatus was stirred under 60 pounds per square inch of hydrogen gas for 1 hour, filtered through diatomaceous earth (Celite), and concentrated. The concentrate was dissolved in methanol (30 mL), treated with di-tert-butyl dicarbonate (4.9 g), stirred for 48 hours, poured into distilled water, and extracted with ethyl acetate. The extract was washed with 1% hydrochloric acid, water, and brine, dried over anhydrous sodium sulfate, and concentrated. 1H NMR (300 MHz, CDCl3) δ 7.32 (s, 5H), 5.07 (m, 1H), 3.54 (s, 2H), 3.10 (b, 2H), 2.7 (m, 1H), 2.70 (m, 1H), 2.54 (m, 1H), 2.40 (m, 2H), 2.00(b, 1H), 1.80 (b, 1H).

References: [1]Tetrahedron,1995,vol. 51,p. 11547 - 11556.
[2]Patent: US2006/100426,2006,A1 .Location in patent: Page/Page column 17.
[3]Patent: US2006/135764,2006,A1 .Location in patent: Page/Page column 22.
[4]Patent: US2006/100236,2006,A1 .Location in patent: Page/Page column 19.
[5]Patent: US2006/199839,2006,A1 .Location in patent: Page/Page column 22.
[6]Patent: US2006/100236,2006,A1 .Location in patent: Page/Page column 19.
[7]Patent: US2005/159423,2005,A1 .Location in patent: Page/Page column 17.

2
[ 123-62-6 ]
[ 96568-35-3 ]
[ 172477-94-0 ]