HCID 21923075, compound → HCID 178478739, compound

HRID 1272676Notes

Reaction equation

HRID 1272676 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:35])[C:21]2[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[C:23]([C:31]([F:34])([F:33])[F:32])[CH:22]=2)[N:3]=1.[NH2:36][C@H:37]1[CH2:42][CH2:41][C@H:40]([NH2:43])[CH2:39][CH2:38]1>>[ClH:1].[ClH:1].[NH2:36][C@H:37]1[CH2:42][CH2:41][C@H:40]([NH:43][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:35])[C:21]3[CH:22]=[C:23]([C:31]([F:34])([F:33])[F:32])[CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=3)[N:3]=2)[CH2:39][CH2:38]1

Participants

3

Reactant 2

HCID 21923075HCID 21923075, compoundHCID 178511674HCID 178511674, compound

Product 1

HCID 178478739HCID 178478739, compound

Conditions

Temperature
140 °C

Procedure

368 mg of the product obtained in Stage 1 above and 402 mg of trans-1,4-diaminocyclohexane are mixed together and the reaction medium is heated to 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 210 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 210 mg of expected product
  6. customis recovered

Sources & evidence

ORD record
ord-22b0a47e3e4945468ec659a665f6870e
Source dataset
uspto-grants-2007_04
Patent number
US07208598B2

Reaction notes

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