HCID 118453817, compound → HCID 118453790, compound

HRID 1487261Notes

Reaction equation

HRID 1487261 reaction equation
[NH2:1][C:2]1[C:3]2[N:14]([CH2:15][O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:13]=[C:12]([C:24]#[C:25][CH2:26][CH2:27][OH:28])[C:4]=2[N:5]=[C:6]([CH2:8][CH2:9][CH2:10][CH3:11])[N:7]=1>C(OCC)(=O)C.C(O)C.[Pd]>[NH2:1][C:2]1[C:3]2[N:14]([CH2:15][O:16][CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:13]=[C:12]([CH2:24][CH2:25][CH2:26][CH2:27][OH:28])[C:4]=2[N:5]=[C:6]([CH2:8][CH2:9][CH2:10][CH3:11])[N:7]=1

Participants

5

Reactant 1

HCID 118453817HCID 118453817, compound

Product 1

HCID 118453790HCID 118453790, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4-(4-amino-5-((benzyloxy)methyl)-2-butyl-5H-pyrrolo[3,2-d]pyrimidin-7-yl)but-3-yn-1-ol (948 mg, 2.505 mmol) in ethyl acetate (50 mL) and ethanol (50 mL) was hydrogenated using the H-cube (settings: 25° C., Full H2, 1 mL/min flow rate) and 10% Pd/C CatCart 70 as the catalyst. The reaction mixture was concentrated in vacuo at 60° C. to give the title compound as a viscous yellow oil which crystallised on standing (884 mg).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo at 60° C.

Sources & evidence

ORD record
ord-992ad7e8c93b475d8ab5cf451a272615
Source dataset
uspto-grants-2016_08
Patent number
US09428512B2

Reaction notes

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