Ammonia → HCID 66671494, compound

HRID 2278872Notes

Reaction equation

HRID 2278872 reaction equation
Cl[C:2]1[N:10]=[C:9]([C:11]#[C:12][CH:13]([OH:15])[CH3:14])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH3:16].O.[NH3:18]>O1CCOCC1>[NH2:18][C:2]1[N:10]=[C:9]([C:11]#[C:12][CH:13]([OH:15])[CH3:14])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH3:16]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 78167188HCID 78167188, compound

Product 1

HCID 66671494HCID 66671494, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 4-(6-chloro-9-methyl-9H-purin-2-yl)but-3-yn-2-ol (4.8 g, 20.34 mmol) in dioxane (30 ml) was added 30% w/w water solution of ammonia (60 ml). The reaction mixture was stirred overnight in an autoclave at 70° C. The solution was evaporated at atmospheric pressure at 50° C. and then under reduced pressure. The residue was purified by flash chromatography (DCM/MeOH: 97/3).

Workup

  1. customThe solution was evaporated at atmospheric pressure at 50° C.
  2. customThe residue was purified by flash chromatography (DCM/MeOH: 97/3)

Sources & evidence

ORD record
ord-0ece2e21e2db4ae7a82ecc1170481822
Source dataset
uspto-grants-2015_09
Patent number
US09133197B2

Reaction notes

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