HCID 21923006, compound → HCID 178492205, compound

HRID 1272683Notes

Reaction equation

HRID 1272683 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH2:8])[CH2:4][CH2:3]1.[Cl:9][C:10]1[N:18]=[C:17]2[C:13]([N:14]=[CH:15][N:16]2[CH:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[C:12]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)[N:11]=1>>[ClH:9].[ClH:9].[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:10]2[N:18]=[C:17]3[C:13]([N:14]=[CH:15][N:16]3[CH:19]3[CH2:20][CH2:21][CH2:22][CH2:23]3)=[C:12]([NH:24][C:25]3[CH:26]=[CH:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=3)[N:11]=2)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 21923006HCID 21923006, compoundHCID 178511674HCID 178511674, compound

Product 1

HCID 178492205HCID 178492205, compound

Procedure

400 mg of trans-1,4-diaminocyclohexane is taken to approximately 150° C. then 172 mg of the product obtained in Stage 1 above is added, the reaction medium is left under agitation for 2 hours and 30 minutes then left to return to ambient temperature. After evaporating the solvents, the residue is chromatographed on silica (eluent: MeOH/NH4OH 98/2). The residue is taken up in an ethanolic solution of hydrochloric acid, followed by evaporating the solvents, impasting in ether, separating, drying under reduced pressure at ambient temperature and 188 mg of expected product is recovered.

Workup

  1. customis taken to approximately 150° C.
  2. waitthen left
  3. customto return to ambient temperature
  4. customAfter evaporating the solvents
  5. customthe residue is chromatographed on silica (eluent: MeOH/NH4OH 98/2)
  6. customby evaporating the solvents
  7. customseparating
  8. customdrying under reduced pressure at ambient temperature
  9. custom188 mg of expected product is recovered

Sources & evidence

ORD record
ord-7674c7b72aa94685960ada48018c1df1
Source dataset
uspto-grants-2007_04
Patent number
US07208598B2

Reaction notes

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