Dichloromethane → HCID 44227675, compound

HRID 1441498Notes

Reaction equation

HRID 1441498 reaction equation
[CH3:1][O:2][C:3]1[N:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:4]=1C=O.[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13].[Cl-].[Ca+2].[Cl-].[CH2:20](Cl)Cl>>[C:12]([N:16]=[CH:20][C:8]1[CH:9]=[N:10][C:3]([O:2][CH3:1])=[CH:4][C:7]=1[CH3:11])([CH3:15])([CH3:14])[CH3:13]

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 6385Tert-ButylamineHCID 5284359Calcium ChlorideHCID 144935423-Pyridinecarboxaldehyde, 2-methoxy-4-methyl- (9CI)

Product 1

HCID 44227675HCID 44227675, compoundYield 89%

Procedure

2-Methoxy-4-methylnicotinaldehyde (1.8 g, 12 mmol), tert-butylamine (15 mL), 3 Å molecular sieves (8 g) and dry DCM (10 mL) were mixed and allowed to stand at RT under protection from moisture (calcium chloride tube). After two days the mixture was filtered and the molecular sieves were washed several times with dry DCM. The combined washings were concentrated to give 2.2 g (89%) of the title compound as a crude oil that was used immediately in the next step.

Workup

  1. filtrationAfter two days the mixture was filtered
  2. washthe molecular sieves were washed several times with dry DCM
  3. concentrationThe combined washings were concentrated

Sources & evidence

ORD record
ord-d34addf32bd24ee798e6050a28bdc719
Source dataset
uspto-grants-2010_02
Patent number
US07655664B2

Reaction notes

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