Aluminum(III) Chloride → HCID 86673492, compound

HRID 629004Notes

Reaction equation

HRID 629004 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[C:5]([O:14]C)=[CH:4][N:3]=1.[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[Cl:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[C:5]([OH:14])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 86668896HCID 86668896, compound

Product 1

HCID 86673492HCID 86673492, compoundYield 89.23%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 4-(2-chloro-5-methoxy-pyrimidin-4-yl)-morpholine (5.0 g, 1.0 eq.) and CH2Cl2 (20 ml) was added dropwise to a slurry of aluminum chloride (23.22 g, 8.0 eq.) in CH2Cl2 (30 ml) in ice bath. After dropping, the resulting solution was stirred overnight at room temperature. The resultant mixture was extracted with EA and the combined organic layers were washed with brine and dried in vacuo to give a light yellow solid (4.18 g, 89.23%) as a product.

Workup

  1. extractionThe resultant mixture was extracted with EA
  2. washthe combined organic layers were washed with brine
  3. customdried in vacuo

Sources & evidence

ORD record
ord-51faba5450864c1181929ddd7f158eb8
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

Loading…