HCID 21922910, compound → HCID 178478736, compound

HRID 1244957Notes

Reaction equation

HRID 1244957 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[C:4]([NH:16][CH2:17][CH2:18][NH:19][C:20](=[O:29])[C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([Cl:28])[CH:22]=2)[N:3]=1.[NH2:30][C@H:31]1[CH2:36][CH2:35][C@H:34]([NH2:37])[CH2:33][CH2:32]1>>[ClH:1].[ClH:1].[NH2:30][C@H:31]1[CH2:36][CH2:35][C@H:34]([NH:37][C:2]2[N:10]=[C:9]3[C:5]([N:6]=[CH:7][N:8]3[CH:11]3[CH2:12][CH2:13][CH2:14][CH2:15]3)=[C:4]([NH:16][CH2:17][CH2:18][NH:19][C:20](=[O:29])[C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([Cl:28])[CH:22]=3)[N:3]=2)[CH2:33][CH2:32]1

Participants

3

Reactant 2

HCID 21922910HCID 21922910, compoundHCID 178511674HCID 178511674, compound

Product 1

HCID 178478736HCID 178478736, compound

Conditions

Temperature
140 °C

Procedure

225 mg of the product obtained in Stage 1 above and 285 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) followed by taking up in an ethanolic solution of hydrochloric acid, leaving to crystallize, separating, drying under reduced pressure and 168 mg of expected product is recovered.

Workup

  1. customAfter evaporating the solvent, chromatography on silica
  2. customleaving
  3. customto crystallize
  4. customseparating
  5. dry with materialdrying under reduced pressure and 168 mg of expected product
  6. customis recovered

Sources & evidence

ORD record
ord-5bfe527141c8421f9ffb301b1e71b84d
Source dataset
uspto-grants-2006_10
Patent number
US07122669B1

Reaction notes

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