Maleic Acid → HCID 68117576, compound

HRID 461936Notes

Reaction equation

HRID 461936 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:33])[CH2:16][O:17][C:18]1[S:19][C:20]([C:23]([NH:25][CH2:26][CH2:27][C:28]#[C:29][CH:30]([CH3:32])[CH3:31])=[O:24])=[CH:21][N:22]=1)([CH3:12])([CH3:11])[CH3:10].C(O)(=O)/C=C\C(O)=O>C(OCC)C.C(O)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:33])[CH2:16][O:17][C:18]1[S:19][C:20]([C:23]([NH:25][CH2:26][CH2:27][C:28]#[C:29][CH:30]([CH3:31])[CH3:32])=[O:24])=[CH:21][N:22]=1)([CH3:12])([CH3:11])[CH3:10]

Participants

6

Reactant 3

HCID 444266Maleic AcidHCID 5288227Maleate(2-)HCID 21391886HCID 21391886, compound

Product 1

HCID 68117576HCID 68117576, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent2×

Procedure

This example illustrates methods of preparing the maleate addition salts of compounds of formula II. In this example 1 gram of 1-t-butylamino-3-[5-(5-methylhex-3-ynylaminocarbonyl)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 is 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-(5-methylhex-3-ynylaminocarbonyl)thiazol-2-yloxy]-propan-2-ol maleate, m.p. 174°-175° C.

Workup

  1. custommethods of preparing
  2. customat 20° C
  3. additionTo this solution is added 10 ml
  4. filtrationThe resulting precipitate is recovered by filtration
  5. washwashed three times with ethyl ether
  6. customcrystallized from a mixture of ethyl ether and ethanol (1:1)

Sources & evidence

ORD record
ord-31f642beac38456689d5d7b77c6db545
Source dataset
uspto-grants-1977_12
Patent number
US04064257

Reaction notes

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