HCID 21923056, compound → HCID 178478737, compound

HRID 1272680Notes

Reaction equation

HRID 1272680 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:32])[C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([O:27][C:28]([F:31])([F:30])[F:29])[CH:22]=2)[N:3]=1.[NH2:33][C@H:34]1[CH2:39][CH2:38][C@H:37]([NH2:40])[CH2:36][CH2:35]1>>[ClH:1].[ClH:1].[NH2:33][C@H:34]1[CH2:39][CH2:38][C@H:37]([NH:40][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:32])[C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([O:27][C:28]([F:29])([F:31])[F:30])[CH:22]=3)[N:3]=2)[CH2:36][CH2:35]1

Participants

3

Reactant 2

HCID 21923056HCID 21923056, compoundHCID 178511674HCID 178511674, compound

Product 1

HCID 178478737HCID 178478737, compound

Conditions

Temperature
140 °C

Procedure

300 mg of the product obtained in Stage 1 above and 365 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 200 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 200 mg of expected product
  6. customis recovered

Sources & evidence

ORD record
ord-06688f7b39a74baebdc947ca95784f3a
Source dataset
uspto-grants-2007_04
Patent number
US07208598B2

Reaction notes

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