HCID 21923080, compound → HCID 178456871, compound
Reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]([CH2:14][CH3:15])[CH2:12][CH3:13])=[C:4]([NH:16][CH2:17][CH2:18][CH3:19])[N:3]=1.[NH2:20][C@H:21]1[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]1>O.C(OCC)(=O)C>[ClH:1].[ClH:1].[NH2:20][C@H:21]1[CH2:26][CH2:25][C@H:24]([NH:27][C:2]2[N:10]=[C:9]3[C:5]([N:6]=[CH:7][N:8]3[CH:11]([CH2:14][CH3:15])[CH2:12][CH3:13])=[C:4]([NH:16][CH2:17][CH2:18][CH3:19])[N:3]=2)[CH2:23][CH2:22]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The operation is carried out as in Stage 3 of Example 3 starting from 121 mg of the product obtained in Stage 1 above and 489 mg of trans-1,4-diaminocyclohexane and the reaction medium is taken to a temperature of 140 to 150° C. for 4 hours then cooled down to 70–80° C., diluted with 20 ml of water/ethyl acetate in a proportion of 50/50 and left to settle, followed by washing with 10 ml of water and 5 ml of an aqueous solution of sodium chloride, drying and evaporating to dryness. After purification on silica eluting with methanol/ammonium hydroxide (NH4OH) in a proportion of 98/2 and salification with 1.4N hydrochloric acid in ethanol, 114 mg of expected product is obtained in the form of crystals.
Workup
- temperaturethen cooled down to 70–80° C.
- waitleft
- washby washing with 10 ml of water and 5 ml of an aqueous solution of sodium chloride
- customdrying
- customevaporating to dryness
- customAfter purification on silica eluting with methanol/ammonium hydroxide (NH4OH) in a proportion of 98/2 and salification with 1.4N hydrochloric acid in ethanol
Sources & evidence
- ORD record
- ord-cbae3ea85d4a4c4398861ffe03efa4d0
- Source dataset
- uspto-grants-2007_04
- Patent number
- US07208598B2
Reaction notes
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