Triethylamine → HCID 86649727, compound

HRID 386752Notes

Reaction equation

HRID 386752 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[CH2:5][NH:6][CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH3:2].[C:15](Cl)(=[O:20])[CH2:16][CH2:17][CH:18]=[CH2:19].CCN(CC)CC>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:14])[CH2:5][N:6]([C:15](=[O:20])[CH2:16][CH2:17][CH:18]=[CH2:19])[CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 281012Ethyl 3-(ethoxycarbonylmethylamino)propionate2×HCID 42284934-Pentenoyl chloride

Product 1

HCID 86649727HCID 86649727, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To the product of Step A, 1-a, (5.10 g, 25.1 mmol) in CH2Cl2 (50 mL) was added pent-4-enoyl chloride (2.83 mL, 25.1 mmol, 98% purity) and NEt3 (4.20 mL, 30.1 mmol) at 5° C. The reaction stirred about 18 hours and was then diluted with CH2Cl2, washed with aq Na2CO3 (2 M) and brine, dried (Na2SO4), filtered and concentrated to afford the product, 1-b.

Workup

  1. washwashed with aq Na2CO3 (2 M) and brine
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0824529b9bd04d8a9f0b17bf26260deb
Source dataset
uspto-grants-2013_02
Patent number
US08372863B2

Reaction notes

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