Phenyl Isothiocyanate → HCID 86673488, compound

HRID 628981Notes

Reaction equation

HRID 628981 reaction equation
[C:1]1([N:7]=[C:8]=[S:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:10]([O:12][C:13]([C:15]1[C:20]([O:21][CH2:22][CH3:23])=[C:19]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[N:18]=[C:17]([C:30]2[CH:35]=[CH:34][C:33]([NH2:36])=[CH:32][CH:31]=2)[N:16]=1)=[O:14])[CH3:11]>C(Cl)(Cl)Cl>[CH2:10]([O:12][C:13]([C:15]1[C:20]([O:21][CH2:22][CH3:23])=[C:19]([N:24]2[CH2:25][CH2:26][O:27][CH2:28][CH2:29]2)[N:18]=[C:17]([C:30]2[CH:31]=[CH:32][C:33]([NH:36][C:8]([NH:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[S:9])=[CH:34][CH:35]=2)[N:16]=1)=[O:14])[CH3:11]

Participants

4

Reactant 2

HCID 7673Phenyl IsothiocyanateHCID 67295455HCID 67295455, compound

Product 1

HCID 86673488HCID 86673488, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Phenyl isothiocyanate (0.02 ml, 1.5 eq.) was added to a stirred solution of 2-(4-amino-phenyl)-5-ethoxy-6-morpholin-4-yl-pyrimidine-4-carboxylic acid ethyl ester (40 mg, 1 eq.) in CHCl3 (3 ml) and the mixture was reacted overnight at r.t. The reaction mixture was extracted with EA and washed with brine. The crude was purified by chromatography to give a product (32.6 mg, 60%).

Workup

  1. customthe mixture was reacted overnight at r.t
  2. extractionThe reaction mixture was extracted with EA
  3. washwashed with brine
  4. customThe crude was purified by chromatography

Sources & evidence

ORD record
ord-2d6dd39c8e81412d9340d0e139adbb69
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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