2-chloro-N-[2-[(2-chloro-9-cyclopentyl-9H-purin-6-yl)-amino]-ethyl]-4-nitro-benzamide → HCID 178478741, compound

HRID 1272675Notes

Reaction equation

HRID 1272675 reaction equation
[Cl:1][C:2]1[CH:28]=[C:27]([N+:29]([O-:31])=[O:30])[CH:26]=[CH:25][C:3]=1[C:4]([NH:6][CH2:7][CH2:8][NH:9][C:10]1[N:18]=[C:17](Cl)[N:16]=[C:15]2[C:11]=1[N:12]=[CH:13][N:14]2[CH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)=[O:5].[NH2:32][C@H:33]1[CH2:38][CH2:37][C@H:36]([NH2:39])[CH2:35][CH2:34]1>>[ClH:1].[ClH:1].[NH2:32][C@H:33]1[CH2:38][CH2:37][C@H:36]([NH:39][C:17]2[N:16]=[C:15]3[C:11]([N:12]=[CH:13][N:14]3[CH:20]3[CH2:21][CH2:22][CH2:23][CH2:24]3)=[C:10]([NH:9][CH2:8][CH2:7][NH:6][C:4](=[O:5])[C:3]3[CH:25]=[CH:26][C:27]([N+:29]([O-:31])=[O:30])=[CH:28][C:2]=3[Cl:1])[N:18]=2)[CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 219229622-chloro-N-[2-[(2-chloro-9-cyclopentyl-9H-purin-6-yl)-amino]-ethyl]-4-nitro-benzamideHCID 178511674HCID 178511674, compound

Product 1

HCID 178478741HCID 178478741, compound

Conditions

Temperature
140 °C

Procedure

295 mg of the product obtained in Stage 1 above and 362 mg of trans-1,4-diaminocyclohexane are mixed together and the reaction medium is heated to approximately 140° C. for 6 hours. After evaporating the solvent, chromatography on silica is carried out (eluent methylene chloride/ methanol/ammonium hydroxide 85/15/1.5) then taken up in an ethanolic solution of hydrochloric acid, followed by leaving to crystallize, separating, drying under reduced pressure and 105 mg of expected product is recovered.

Workup

  1. customAfter evaporating the solvent, chromatography on silica
  2. customby leaving
  3. customto crystallize
  4. customseparating
  5. dry with materialdrying under reduced pressure and 105 mg of expected product
  6. customis recovered

Sources & evidence

ORD record
ord-531d5a026bbd46af96e3683311ae4410
Source dataset
uspto-grants-2007_04
Patent number
US07208598B2

Reaction notes

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