Methylamine → HCID 20065686, compound

HRID 358963Notes

Reaction equation

HRID 358963 reaction equation
Cl.Cl.[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9](=O)[CH2:10][N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:4]=1.CN.[C:19]([BH3-])#[N:20].[Na+]>O1CCCC1>[CH3:19][NH:20][CH:9]([C:5]1[CH:4]=[N:3][CH:8]=[CH:7][CH:6]=1)[CH2:10][N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 5003444Sodium cyanoborohydrideHCID 57437810HCID 57437810, compound

Product 1

HCID 20065686HCID 20065686, compoundYield 59.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

9 g (34.22 mmoles) of 1-(3-pyridinyl)-2-(1-pyrrolidinyl) ethanone dihydrochloride were suspended in 110 ml of tetrahydrofuran containing 20% of monomethylamine. After 15 mins. of stirring, 3.6 g (57.32 mmoles) of sodium cyanoborohydride were added at room temperature. After 24 h the reaction mixture was evaporated in vacuo to dryness. The residue was taken up with conc. NaOH solution and exhaustively extracted with diethyl ether. The organic solution was dried and evaporated in vacuo to dryness. 4.2 g of the crude product were obtained and used, without further purification, in the following step.

Workup

  1. customAfter 24 h the reaction mixture was evaporated in vacuo to dryness
  2. extractionexhaustively extracted with diethyl ether
  3. customThe organic solution was dried
  4. customevaporated in vacuo to dryness

Sources & evidence

ORD record
ord-285292c160f542b4a171b259b6ca98cb
Source dataset
uspto-grants-1991_03
Patent number
US04999359

Reaction notes

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