Dimethylamine → HCID 67243468, compound

HRID 2425451Notes

Reaction equation

HRID 2425451 reaction equation
Br[CH2:2][CH2:3][O:4][CH2:5][C:6]([NH:8][C@H:9]1[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10]1)=[O:7].[CH3:21][NH:22][CH3:23]>O1CCCC1>[CH3:21][N:22]([CH3:23])[CH2:2][CH2:3][O:4][CH2:5][C:6]([NH:8][C@H:9]1[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10]1)=[O:7]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 67243714HCID 67243714, compound

Product 1

HCID 67243468HCID 67243468, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of (S)-3-[2-(2-bromoethoxy)acetyl]amino-1-(tert-butoxycarbonyl)pyrrolidine (195 mg) prepared in Step C in tetrahydrofuran (2 ml) was added with dimethylamine (2 M solution in tetrahydrofuran, 4.5 ml, Aldrich) at 0° C., and the mixture was stirred at room temperature for 23 hours. The volatile components were evaporated under reduced pressure, and the residue was added with saturated aqueous sodium hydrogencarbonate, and extracted five times with chloroform. The combined organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain the title compound (180 mg).

Workup

  1. customThe volatile components were evaporated under reduced pressure
  2. additionthe residue was added with saturated aqueous sodium hydrogencarbonate
  3. extractionextracted five times with chloroform
  4. dry with materialThe combined organic layer was dried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-11bfc50c08b14f45aa61c9a8dc0a7800
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Reaction notes

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