HCID 21922915, compound → HCID 178478734, compound

HRID 1272670Notes

Reaction equation

HRID 1272670 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:31])[C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[N:3]=1.[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:2]2[N:10]=[C:9]3[C:5]([N:6]=[CH:7][N:8]3[CH:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)=[C:4]([NH:16][CH2:17][CH2:18][NH:19][C:20](=[O:31])[C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:28])[F:29])=[CH:23][CH:22]=3)[N:3]=2)[CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 21922915HCID 21922915, compoundHCID 178511674HCID 178511674, compound

Product 1

HCID 178478734HCID 178478734, compound

Conditions

Temperature
140 °C

Procedure

342 mg of the product obtained in Stage 1 above and 428 mg of trans-1,4-diaminocyclohexane are mixed together and the reaction medium is heated to approximately 140° C. for 4 hours and 30 minutes. After evaporating the solvent, chromatography on silica is carried out eluting with methylene chloride/methanol/ammonium hydroxide in a proportion of 85/15/1.5, followed by taking up in an ethanolic solution of hydrochloric acid, leaving to crystallize, separating, drying under reduced pressure and 281.6 mg of expected product is recovered.

Workup

  1. customAfter evaporating the solvent, chromatography on silica
  2. washis carried out eluting with methylene chloride/methanol/ammonium hydroxide in a proportion of 85/15/1.5
  3. customleaving
  4. customto crystallize
  5. customseparating
  6. dry with materialdrying under reduced pressure and 281.6 mg of expected product
  7. customis recovered

Sources & evidence

ORD record
ord-76c4dbd7ba6c474aabd543172b038a30
Source dataset
uspto-grants-2007_04
Patent number
US07208598B2

Reaction notes

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