Dichloromethane → HCID 21922989, compound

HRID 1244895Notes

Reaction equation

HRID 1244895 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.CCN(CC)CC.[CH3:30][C:31]1[CH:36]=[CH:35][C:34]([S:37](Cl)(=[O:39])=[O:38])=[CH:33][CH:32]=1>O>[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][S:37]([C:34]2[CH:35]=[CH:36][C:31]([CH3:30])=[CH:32][CH:33]=2)(=[O:39])=[O:38])[N:13]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 21922924N-(2-aminoethyl)-2-chloro-9-cyclopentyl-9H-purin-6-amine

Product 1

HCID 21922989HCID 21922989, compoundYield 79.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

280 mg of the product obtained in Stage 1 of Example 7, 3 ml of methylene chloride, 0.17 ml of NEt3 (triethylamine) and 230 mg of 4-methyl-benzenesulphonic acid chloride are mixed together then the reaction medium is agitated at ambient temperature for approximately 30 minutes. Then 2 ml of water is added, followed by extracting with 2×5 ml of methylene chloride, washing with 5 ml of water, drying, evaporating, impasting in ether, separating and drying. In this way 345 mg of expected product is obtained.

Workup

  1. extractionby extracting with 2×5 ml of methylene chloride
  2. washwashing with 5 ml of water
  3. customdrying
  4. customevaporating
  5. customseparating
  6. customdrying

Sources & evidence

ORD record
ord-83deab9426f144b48c1803ffcd513376
Source dataset
uspto-grants-2006_10
Patent number
US07122669B1

Reaction notes

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