HCID 18406865, compound → HCID 18406885, compound

HRID 1016418Notes

Reaction equation

HRID 1016418 reaction equation
[N:1]1[C:2]([CH2:10][OH:11])=[N:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12>C(O)C.[Pd]>[N:1]1[C:2]([CH2:10][OH:11])=[N:3][N:4]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=12

Participants

4

Reactant 1

HCID 18406865HCID 18406865, compound

Product 1

HCID 18406885HCID 18406885, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

[1,2,4]Triazolo[1,5-a]pyridin-2-ylmethanol (prepared as described in Example 82, step a)) (150 mg, 1.0 mmol) in ethanol (10 ml) was hydrogenated on a Parr apparatus at 50 psi over 10% palladium on carbon (150 mg) overnight. The catalyst was separated by filtration, then the filtrate was concentrated in vacuo to yield (5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridin-2-yl)methanol as a white solid (153 mg). Data for the title compound: 1H NMR (360 MHz, CDCl3) δ 1.97 (2H, m), 2.07 (2H, m), 2.90 (2H, t, J=6.3 Hz), 3.00 (1H, br s), 4.13 (2H, t, J=6.0 Hz), 4.70 (2H, s); MS (ES+) m/e 154 [MH]+.

Workup

  1. customThe catalyst was separated by filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-55670ba7235c4768b7cacd0871701409
Source dataset
uspto-grants-2002_11
Patent number
US06476030B1

Reaction notes

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