Ethanol → 1-t-Butylamino-3-[5-(2-[adamant-1-yl]ethylaminocarbonyl)thiazol-2-yloxy]-propan-2-ol maleate
Reaction equation
[C:1]([O-:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([O-:6])=[O:5].[C:9]([NH:13][CH2:14][CH:15]([OH:38])[CH2:16][O:17][C:18]1[S:19][C:20]([C:23]([NH:25][CH2:26][CH2:27][C:28]23[CH2:37][CH:32]4[CH2:33][CH:34]([CH2:36][CH:30]([CH2:31]4)[CH2:29]2)[CH2:35]3)=[O:24])=[CH:21][N:22]=1)([CH3:12])([CH3:11])[CH3:10].C(O)C.C(O)(=O)/C=C\C(O)=O>C(OCC)C>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=[O:5].[C:9]([NH:13][CH2:14][CH:15]([OH:38])[CH2:16][O:17][C:18]1[S:19][C:20]([C:23]([NH:25][CH2:26][CH2:27][C:28]23[CH2:35][CH:34]4[CH2:36][CH:30]([CH2:31][CH:32]([CH2:33]4)[CH2:37]2)[CH2:29]3)=[O:24])=[CH:21][N:22]=1)([CH3:12])([CH3:10])[CH3:11]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
This example illustrates methods of preparing the maleate addition salts of compounds of formula II. In this example one gram of 1-t-butylamino-3-[5-(2-[adamant-1-yl] ethylaminocarbonyl)thiazol-2-yloxy]-propan-2-ol is dissolved in a solution of 5 ml. of ethyl ether and 5 ml. of ethanol at 20° C. To this solution is added 10 ml. of a saturated solution of maleic acid in ethyl ether. The mixture is allowed to stand for one hour at room temperature. The resulting precipitate is recovered by filtration, washed three times with ethyl ether and then crystallized from a mixture of ethyl ether and ethanol (1:1) affording crystalline 1-t-butylamino-3-[5-(2-[adamant-1-yl]ethylaminocarbonyl)thiazol-2-yloxy]-propan-2-ol maleate, m.p. 180°-181° C.
Workup
- custommethods of preparing
- customat 20° C
- additionTo this solution is added 10 ml
- filtrationThe resulting precipitate is recovered by filtration
- washwashed three times with ethyl ether
- customcrystallized from a mixture of ethyl ether and ethanol (1:1)
Sources & evidence
- ORD record
- ord-31e0a5f61d7646c196df002360634e42
- Source dataset
- uspto-grants-1977_12
- Patent number
- US04064258
Reaction notes
Loading…