Triethylamine → HCID 68707401, compound

HRID 1526091Notes

Reaction equation

HRID 1526091 reaction equation
[CH:1]([N:4]=[C:5]=[O:6])([CH3:3])[CH3:2].[ClH:7].Cl.[NH2:9][CH2:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([N:17]2[C:21](=[O:22])[C:20]([C:23]3[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=3)=[CH:19][NH:18]2)[CH:12]=1.C(N(CC)CC)C>CN(C=O)C>[ClH:7].[CH:1]([NH:4][C:5]([NH:9][CH2:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([N:17]2[C:21](=[O:22])[C:20]([C:23]3[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=3)=[CH:19][NH:18]2)[CH:12]=1)=[O:6])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 61277Isopropyl isocyanateHCID 68704213HCID 68704213, compound

Product 1

HCID 68707401HCID 68707401, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

40.0 mg (470 μmol) isopropyl isocyanate are dissolved in 5 ml DMF under argon, 80.0 mg (235 μmol) of the compound from Example 35 and 71.4 mg (705 μmol) triethylamine are added and the mixture is stirred overnight at RT. The mixture is then concentrated and the residue is purified by means of preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% conc. hydrochloric acid).

Workup

  1. concentrationThe mixture is then concentrated
  2. customthe residue is purified by means of preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% conc. hydrochloric acid)

Sources & evidence

ORD record
ord-3e6fda0e123347b896635b2f299c1dee
Source dataset
uspto-grants-2015_07
Patent number
US09085572B2

Reaction notes

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