Water → HCID 66636497, compound

HRID 241718Notes

Reaction equation

HRID 241718 reaction equation
[N:1]1([CH2:6][CH2:7][C:8]2[CH:9]=[C:10]([C:13](OCC)=[O:14])[NH:11][CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].O>C1COCC1>[N:1]1([CH2:6][CH2:7][C:8]2[CH:9]=[C:10]([CH2:13][OH:14])[NH:11][CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 66636407Ethyl 4-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrole-2-carboxylate

Product 1

HCID 66636497HCID 66636497, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the product obtained in Step H (0.2 g) in THF (10 ml) at 0° C. there is added, in portions, lithium aluminium hydride. After stiffing for 3 hours at ambient temperature, the reaction mixture is hydrolysed at 0° C. with aq. NaOH solution and water. After filtration, the filtrate is evaporated to dryness and the residue obtained is purified on silica gel (SiO2: gradient CH2Cl2/MeOH with the addition of 1.4N NH3 in the MeOH) to yield the title product, which is used directly in the next Step.

Workup

  1. filtrationAfter filtration
  2. customthe filtrate is evaporated to dryness
  3. customthe residue obtained
  4. customis purified on silica gel (SiO2
  5. additiongradient CH2Cl2/MeOH with the addition of 1.4N NH3 in the MeOH)

Sources & evidence

ORD record
ord-86a6de7333f446cd918bf225157b2e3a
Source dataset
uspto-grants-2014_02
Patent number
US08653073B2

Reaction notes

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