Trimethylsilyl isocyanate → HCID 67295417, compound

HRID 628980Notes

Reaction equation

HRID 628980 reaction equation
C[Si]([N:5]=[C:6]=[O:7])(C)C.[CH2:8]([O:10][C:11]([C:13]1[C:18]([O:19][CH2:20][CH3:21])=[C:17]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[N:16]=[C:15]([C:28]2[CH:33]=[CH:32][C:31]([NH2:34])=[CH:30][CH:29]=2)[N:14]=1)=[O:12])[CH3:9]>C1COCC1>[CH2:8]([O:10][C:11]([C:13]1[C:18]([O:19][CH2:20][CH3:21])=[C:17]([N:22]2[CH2:23][CH2:24][O:25][CH2:26][CH2:27]2)[N:16]=[C:15]([C:28]2[CH:29]=[CH:30][C:31]([NH:34][C:6]([NH2:5])=[O:7])=[CH:32][CH:33]=2)[N:14]=1)=[O:12])[CH3:9]

Participants

4

Reactant 2

HCID 70696Trimethylsilyl isocyanateHCID 67295455HCID 67295455, compound

Product 1

HCID 67295417HCID 67295417, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Trimethylsilyl isocyanate (0.1 ml, 5 eq.) was added to a stirred solution of 2-(4-amino-phenyl)-5-ethoxy-6-morpholin-4-yl-pyrimidine-4-carboxylic acid ethyl ester (60 mg, 1 eq.) in THF (2 ml) and the mixture was reacted to reflux overnight. The reaction mixture was extracted with EA and washed with brine. The crude was purified by chromatography to give a product (26.2 mg, 40%).

Workup

  1. customthe mixture was reacted
  2. temperatureto reflux overnight
  3. extractionThe reaction mixture was extracted with EA
  4. washwashed with brine
  5. customThe crude was purified by chromatography

Sources & evidence

ORD record
ord-bb86d6cfae7249ac9dac6fa4fd0d8585
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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