2,6-Dichloropurine → [2-(3-Chloro-propoxy)-phenyl]-(2-chloro-9H-purin-6-yl)-amine

HRID 1162986Notes

Reaction equation

HRID 1162986 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4](Cl)[N:3]=1.[Cl:12][CH2:13][CH2:14][CH2:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH2:23]>C(O)CCCC>[Cl:12][CH2:13][CH2:14][CH2:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH:23][C:4]1[N:3]=[C:2]([Cl:1])[N:10]=[C:9]2[C:5]=1[N:6]=[CH:7][NH:8]2

Participants

4

Reactant 2

HCID 53244122,6-DichloropurineHCID 100126432-(3-chloropropoxy)aniline

Product 1

HCID 178478467[2-(3-Chloro-propoxy)-phenyl]-(2-chloro-9H-purin-6-yl)-amine

Reagents, catalysts & solvents 1

HCID 62761-PentanolSolvent

Conditions

Temperature
70 °C

Procedure

2,6-Dichloropurine (10 mmol) and 2-(3-Chloro-propoxy)-phenylamine (˜20 mmol) are dissolved in 1-pentanol and heated up to 70° C. and the mixture is stirred at this temperature for 5 hours. While cooling down to R the product precipitated. The solid material was filtered off and washed with 1-pentanol and diethyl ether. A solid powder with mp. 205° C., Rf=0.42 (CH2Cl2/MeOH=10:1) is obtained.

Workup

  1. temperatureWhile cooling down to R the product
  2. customprecipitated
  3. filtrationThe solid material was filtered off
  4. washwashed with 1-pentanol and diethyl ether
  5. customA solid powder with mp. 205° C., Rf=0.42 (CH2Cl2/MeOH=10:1) is obtained

Sources & evidence

ORD record
ord-ecf5778668434dfface8cf1ca36bbca8
Source dataset
uspto-grants-2010_10
Patent number
US07820818B2

Reaction notes

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