Ammonia → 6-Amino-9-(3-chloropropyl)-2-butoxy-7,9-dihydro-8H-purin-8-one

HRID 562499Notes

Reaction equation

HRID 562499 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:13]([O:14]C)=[N:12][C:11]2[C:6]1=[N:7][C:8]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])=[N:9][C:10]=2[NH2:16].Cl.N>CO.O1CCOCC1>[NH2:16][C:10]1[N:9]=[C:8]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])[N:7]=[C:6]2[C:11]=1[NH:12][C:13](=[O:14])[N:5]2[CH2:4][CH2:3][CH2:2][Cl:1]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 592526379-(3-Chloropropyl)-2-butoxy-8-methoxy-9H-purin-6-amine

Product 1

HCID 674649416-Amino-9-(3-chloropropyl)-2-butoxy-7,9-dihydro-8H-purin-8-one

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

The product of step (vi) (29.8 g) was dissolved in MeOH (60 ml) and treated with 4M hydrogen chloride in dioxane (60 ml). The mixture was stirred at rt for 2 hours, cooled to 0° C. and neutralised with 3.5% aqueous ammonia solution. The solid was filtered off, washed with water then MeOH and dried Yield 27.2 g.

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with water
  3. dry with materialMeOH and dried Yield 27.2 g

Sources & evidence

ORD record
ord-7c3d67d92af04ac0ab9264987ea2b8b6
Source dataset
uspto-grants-2011_11
Patent number
US08067413B2

Reaction notes

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