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

HRID 562492
Notes
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Reaction equation

HRID 562492 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 887MethanolSolvent
HCID 31275
1,4-Dioxane
Solvent

Procedure

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

Workup

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

Sources & evidence

ORD record
ord-08b99920ca224567ab7cc869c9c20f3b
Source dataset
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08067411B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes