HCID 21923043, compound → HCID 178478866, compound

HRID 1244972Notes

Reaction equation

HRID 1244972 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]([S:31]([NH2:34])(=[O:33])=[O: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:30]=[CH:29][C:28]([S:31]([NH2:34])(=[O:33])=[O:32])=[CH:27][CH:26]=3)[N:11]=2)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 21923043HCID 21923043, compoundHCID 178511674HCID 178511674, compound

Product 1

HCID 178478866HCID 178478866, compound

Procedure

400 mg of trans-1,4-diaminocyclohexane is taken to approximately 150° C. then 275 mg of the product obtained in Stage 1 above is added, the reaction medium is left under agitation for 3 hours then left to return to ambient temperature, followed by evaporating the solvents, and chromatography 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 205 mg of expected product is recovered.

Workup

  1. customis taken to approximately 150° C.
  2. waitthen left
  3. customto return to ambient temperature
  4. customby evaporating the solvents, and chromatography on silica (eluent: MeOH/NH4OH 98/2)
  5. customby evaporating the solvents
  6. customseparating
  7. customdrying under reduced pressure at ambient temperature
  8. custom205 mg of expected product is recovered

Sources & evidence

ORD record
ord-b149781056cf4adeb9df3c4f55e99756
Source dataset
uspto-grants-2006_10
Patent number
US07122669B1

Reaction notes

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