Diisopropylethylamine → HCID 24897731, compound

HRID 1913190Notes

Reaction equation

HRID 1913190 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([N:8]=[C:9]=[O:10])[CH2:3]1.Cl.Cl.[NH2:13][CH2:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17]([N:21]2[C:25](=[O:26])[C:24]([C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)=[CH:23][NH:22]2)[CH:16]=1.C(N(C(C)C)CC)(C)C>ClCCCl>[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[C:17]([N:21]3[C:25](=[O:26])[C:24]([C:27]4[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=4)=[CH:23][NH:22]3)[CH:16]=2)=[O:10])[CH2:3]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 19990293HCID 19990293, compoundHCID 68704213HCID 68704213, compound

Product 1

HCID 24897731HCID 24897731, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

13.9 mg (100 μmol) of 3-methylcyclohexyl isocyanate are initially charged, 34.0 mg (100 mol) of the compound from Example 4A, dissolved in 0.6 ml of 1,2-dichloroethane, and 25.8 mg (200 μmol) of diisopropylethylamine are added and the mixture is stirred at RT overnight. The mixture is then concentrated, the residue is taken up in DMSO, the precipitate is filtered off and the filtrate is purified by preparative HPLC (Method 3).

Workup

  1. concentrationThe mixture is then concentrated
  2. filtrationthe precipitate is filtered off
  3. customthe filtrate is purified by preparative HPLC (Method 3)

Sources & evidence

ORD record
ord-3ed70d13651a4d03a52e3e507c6375c3
Source dataset
uspto-grants-2013_12
Patent number
US08609698B2

Reaction notes

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