Dimethylcarbamoyl Chloride → (S)-N,N-Dimethyl 2-[3-(1-pyrrolidinyl)-1-propynyl]-1-pyrrolidinecarboxamide

HRID 846665Notes

Reaction equation

HRID 846665 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[C:6]#[C:7][CH2:8][N:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1.[CH3:14][N:15]([CH3:19])[C:16](Cl)=[O:17].C(OC(=O)C)(=O)C>CO>[CH3:14][N:15]([CH3:19])[C:16]([N:1]1[CH2:5][CH2:4][CH2:3][C@H:2]1[C:6]#[C:7][CH2:8][N:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:17]

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 7918Acetic AnhydrideHCID 14730289(R)-1-[3-(2-pyrrolidinyl)-2-propynyl]pyrrolidine

Product 1

HCID 54116560(S)-N,N-Dimethyl 2-[3-(1-pyrrolidinyl)-1-propynyl]-1-pyrrolidinecarboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This compound was obtained following Example 51, Part A but substituting (S)-1-[3-(2-pyrrolidinyl)-2-propynyl]pyrrolidine for (R)-1-[3-(2-pyrrolidinyl)-2-propynyl]pyrrolidine and dimethyl carbamoyl chloride for acetic anhydride. [α]D -78° (c 1.13, MeOH).

Workup

  1. customThis compound was obtained

Sources & evidence

ORD record
ord-fded39f369b64e21bf98aad4cb309caf
Source dataset
uspto-grants-1992_08
Patent number
US05137905

Reaction notes

Loading…