Aluminum(III) Chloride → HCID 71730181, compound

HRID 1487158Notes

Reaction equation

HRID 1487158 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]1[CH:11]=[C:10]([I:12])[CH:9]=[CH:8][C:7]=1[NH:13][C:14]1[N:15]([CH3:48])[C:16](=[O:47])[C:17]([CH3:46])=[C:18]2[C:23]=1[C:22](=[O:24])[N:21](CC1C=CC(OC)=CC=1)[C:20](=[O:34])[N:19]2[C:35]1[CH:36]=[C:37]([CH2:41][CH2:42][C:43]([NH2:45])=[O:44])[CH:38]=[CH:39][CH:40]=1>C1(OC)C=CC=CC=1>[F:5][C:6]1[CH:11]=[C:10]([I:12])[CH:9]=[CH:8][C:7]=1[NH:13][C:14]1[N:15]([CH3:48])[C:16](=[O:47])[C:17]([CH3:46])=[C:18]2[C:23]=1[C:22](=[O:24])[NH:21][C:20](=[O:34])[N:19]2[C:35]1[CH:36]=[C:37]([CH2:41][CH2:42][C:43]([NH2:45])=[O:44])[CH:38]=[CH:39][CH:40]=1

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 898280783-(3-(5-((2-fluoro-4-iodophenyl)amino)-3-(4-methoxybenzyl)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydropyrido[4,3-d]pyrimidin-1(2H)-yl)phenyl) propanamide

Product 1

HCID 71730181HCID 71730181, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

Aluminium chloride (2.82 g, 21.14 mmol) was added in small portions to a solution of 3-(3-(5-((2-fluoro-4-iodophenyl)amino)-3-(4-methoxybenzyl)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydropyrido[4,3-d]pyrimidin-1(2H)-yl)phenyl)propanamide (1c) (1.500 g, 2.114 mmol) in anisole (15 ml). The resulting reaction mixture was stirred at room temperature for 24 h, then quenched by addition of MeOH (15 ml) and 2N HCl (0.5 ml). The resulting mixture was concentrated under vacuum and the residue thus obtained was purified by silica gel column chromatography to yield the titled compound (1) (0.450 g, 44%) [m/z=590.1 (M+1)].

Workup

  1. customThe resulting reaction mixture
  2. customquenched by addition of MeOH (15 ml) and 2N HCl (0.5 ml)
  3. concentrationThe resulting mixture was concentrated under vacuum
  4. customthe residue thus obtained
  5. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-f599db0c2cff409b82070a71f788da54
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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