HCID 21922941, compound → HCID 178478690, compound
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]([CH2:31][C:32]#[N:33])=[CH:27][CH:26]=2)[N:11]=1>O>[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]([CH2:31][C:32]#[N:33])=[CH:29][CH:30]=3)[N:11]=2)[CH2:4][CH2:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 140 °C
Procedure
684 mg of trans-1,4-diaminocyclohexane is taken to approximately 140° C. then 211 mg of the product obtained in Stage 1 above is added, the reaction medium is maintained under agitation at 140° C. for 6 hours then left to return to ambient temperature. Then 10 ml of water is added, followed by extracting with dichloromethane, drying and evaporating the solvent. The residue is chromatographed on silica (eluent: MeOH/NH4OH 98/2), followed by taking up in 6 ml of an ethanolic solution of hydrochloric acid, evaporating the solvents, impasting the residue in ether, drying under reduced pressure at 60° C. and 199 mg of expected product is recovered.
Workup
- customis taken to approximately 140° C.
- waitthen left
- customto return to ambient temperature
- extractionby extracting with dichloromethane
- customdrying
- customevaporating the solvent
- customThe residue is chromatographed on silica (eluent: MeOH/NH4OH 98/2)
- customevaporating the solvents
- customdrying under reduced pressure at 60° C.
- custom199 mg of expected product is recovered
Sources & evidence
- ORD record
- ord-48309af6cbe94bbab4dc2c43a464fabd
- Source dataset
- uspto-grants-2007_04
- Patent number
- US07208598B2
Reaction notes
Loading…