Ethyl isocyanate → HCID 44253869, compound

HRID 1873690Notes

Reaction equation

HRID 1873690 reaction equation
Cl.Cl.[F:3][C:4]1[CH:31]=[C:30]([NH:32][C:33]([NH:35][C:36](=[O:44])[CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[S:34])[CH:29]=[CH:28][C:5]=1[O:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([O:26][CH3:27])=[C:14]([C:17]([NH:19][CH:20]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]3)=[O:18])[CH:15]=2)[N:10]=[CH:9][CH:8]=1.C(N(CC)CC)C.[CH2:52]([N:54]=[C:55]=[O:56])[CH3:53]>O1CCCC1>[CH2:52]([NH:54][C:55]([N:23]1[CH2:22][CH2:21][CH:20]([NH:19][C:17]([C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][C:13]=2[O:26][CH3:27])[N:10]=[CH:9][CH:8]=[C:7]3[O:6][C:5]2[CH:28]=[CH:29][C:30]([NH:32][C:33]([NH:35][C:36](=[O:44])[CH2:37][C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)=[S:34])=[CH:31][C:4]=2[F:3])=[O:18])[CH2:25][CH2:24]1)=[O:56])[CH3:53]

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 86650702HCID 86650702, compound

Product 1

HCID 44253869HCID 44253869, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 14 (335 mg) was suspended in tetrahydrofuran (5 mL), and triethylamine (212 μL) and ethyl isocyanate (71.2 μL) were added to the suspension, followed by stirring at room temperature for 15 hours. The reaction mixture was concentrated under reduced pressure, and the formed solid was filtrated, to thereby yield titled compound 15 (271 mg, yield: 81%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. filtrationthe formed solid was filtrated

Sources & evidence

ORD record
ord-6fc2123cf617499292ece0a0fd0144e7
Source dataset
uspto-grants-2012_11
Patent number
US08304427B2

Reaction notes

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