Dichloromethane → N-[2-[(2-chloro-9-cyclopentyl-9H-purin-6-yl)-amino]ethyl]-4-fluoro-benzamide

HRID 1244965Notes

Reaction equation

HRID 1244965 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][C:5]1[N:13]=[C:12]([Cl:14])[N:11]=[C:10]2[C:6]=1[N:7]=[CH:8][N:9]2[CH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.C(Cl)Cl.C(N(CC)CC)C.[F:30][C:31]1[CH:39]=[CH:38][C:34]([C:35](Cl)=[O:36])=[CH:33][CH:32]=1>CCOCC>[Cl:14][C:12]1[N:11]=[C:10]2[C:6]([N:7]=[CH:8][N:9]2[CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:5]([NH:4][CH2:3][CH2:2][NH:1][C:35](=[O:36])[C:34]2[CH:38]=[CH:39][C:31]([F:30])=[CH:32][CH:33]=2)[N:13]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 678794-Fluorobenzoyl chlorideHCID 21922924N-(2-aminoethyl)-2-chloro-9-cyclopentyl-9H-purin-6-amine

Product 1

HCID 21922952N-[2-[(2-chloro-9-cyclopentyl-9H-purin-6-yl)-amino]ethyl]-4-fluoro-benzamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

280 mg of the product obtained in Stage 1 of Example 7, 4 ml of methylene chloride, 0.28 ml of triethylamine and 0.14 ml of 4-fluorobenzoyl chloride are mixed together then the reaction medium is agitated at ambient temperature for 2 hours. Then ether is added, followed by separating, drying, taking up in water, extracting with methylene chloride, drying and evaporating the solvents. In this way 283 mg of expected product is obtained.

Workup

  1. customby separating
  2. customdrying
  3. extractionextracting with methylene chloride
  4. customdrying
  5. customevaporating the solvents

Sources & evidence

ORD record
ord-8557b1e70d07443a867cb2fabf4381ad
Source dataset
uspto-grants-2006_10
Patent number
US07122669B1

Reaction notes

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