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

HRID 1244960Notes

Reaction equation

HRID 1244960 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.[CH2:20]([Cl:22])Cl.C(N(CC)CC)C.Cl[C:31]1[C:39]([N+:40]([O-:42])=[O:41])=[CH:38][CH:37]=[CH:36][C:32]=1C(Cl)=O.[OH2:43]>>[Cl:22][C:20]1[CH:38]=[C:39]([N+:40]([O-:42])=[O:41])[CH:31]=[CH:32][C:36]=1[C:37]([NH: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)=[O:43]

Participants

6

Reactant 5

HCID 962WaterHCID 6344DichloromethaneHCID 8471TriethylamineHCID 126274132-Chloro-3-nitrobenzoyl chlorideHCID 21922924N-(2-aminoethyl)-2-chloro-9-cyclopentyl-9H-purin-6-amine

Product 1

HCID 219229622-chloro-N-[2-[(2-chloro-9-cyclopentyl-9H-purin-6-yl)-amino]-ethyl]-4-nitro-benzamide

Procedure

280 mg of the product obtained in Stage 1 of Example 7, 4 ml of methylene chloride, 0.28 ml of triethylamine and 264 mg of 2-chloronitrobenzoyl chloride are mixed together then the reaction medium is agitated at ambient temperature for 3 hours. Then 2 ml of water is added, followed by extracting with methylene chloride, drying and evaporating the solvents. In this way 295 mg of expected product is obtained.

Workup

  1. extractionby extracting with methylene chloride
  2. customdrying
  3. customevaporating the solvents

Sources & evidence

ORD record
ord-f5d30d40e3224d30a95244b6500caf97
Source dataset
uspto-grants-2006_10
Patent number
US07122669B1

Reaction notes

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