Acetyl chloride → HCID 20715741, compound

HRID 28518Notes

Reaction equation

HRID 28518 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2C=CC=CC=2)[CH2:4]1.CC([O:19]C(OC(OC(C)(C)C)=O)=O)(C)C.C(Cl)(C)=O.CCN(C(C)C)C(C)C.C(C(O)=O)(F)(F)F>[Pd].C(Cl)Cl.CCO.CO>[CH3:1][NH:2][CH:3]1[CH2:7][CH2:6][N:5]([C:8](=[O:19])[CH3:9])[CH2:4]1

Participants

10

Reactant 5

HCID 6367Acetyl chlorideHCID 6422Trifluoroacetic acidHCID 81531DiisopropylethylamineHCID 90495Di-tert-butyl dicarbonateHCID 137874781-benzyl-N-methylpyrrolidin-3-amine

Product 1

HCID 20715741HCID 20715741, compound

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

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.

Sources & evidence

ORD record
ord-18dc732c9b8e4a2c9d28d6c60ce4cae8
Source dataset
uspto-grants-2008_09
Patent number
US07419989B2

Reaction notes

Loading…