3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(1-(1-(diphenylmethyl)azetidin-3-yl)-1H-1,2,3-triazol-4-yl)-2-aminopyridine → 3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(1-(azetidin-3-yl)-1H-1,2,3-triazol-4-yl)-2-aminopyridine

HRID 1845892Notes

Reaction equation

HRID 1845892 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[CH:10]([O:12][C:13]1[C:14]([NH2:41])=[N:15][CH:16]=[C:17]([C:19]2[N:20]=[N:21][N:22]([CH:24]3[CH2:27][N:26](C(C4C=CC=CC=4)C4C=CC=CC=4)[CH2:25]3)[CH:23]=2)[CH:18]=1)[CH3:11]>CO.[OH-].[OH-].[Pd+2]>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[CH:10]([O:12][C:13]1[C:14]([NH2:41])=[N:15][CH:16]=[C:17]([C:19]2[N:20]=[N:21][N:22]([CH:24]3[CH2:25][NH:26][CH2:27]3)[CH:23]=2)[CH:18]=1)[CH3:11]

Participants

4

Reactant 1

HCID 897084703-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(1-(1-(diphenylmethyl)azetidin-3-yl)-1H-1,2,3-triazol-4-yl)-2-aminopyridine

Product 1

HCID 897084743-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(1-(azetidin-3-yl)-1H-1,2,3-triazol-4-yl)-2-aminopyridine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

The product of the above mentioned Example 9 3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(1-(1-(diphenylmethyl)azetidin-3-yl)-1H-1,2,3-triazol-4-yl)-2-aminopyridine (2.2 g, 3.73 mmol) was dissolved in methanol (40 mL), and palladium hydroxide/carbon (220 mg) was added to perform the hydrogenation reaction. TLC test showed that the raw materials were completely reacted. After filtration, the filtrate was concentrated under reduced pressure to yield the target product as white solid powder.

Workup

  1. customthe hydrogenation reaction
  2. customwere completely reacted
  3. filtrationAfter filtration
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7b71a70d925c49998cc7943a045704c8
Source dataset
uspto-grants-2015_02
Patent number
US08952002B2

Reaction notes

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