Cyclohexyl isocyanate → HCID 86685980, compound

HRID 2277685Notes

Reaction equation

HRID 2277685 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:17][CH2:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([Cl:18])[CH:14]=3)[C:9]2=[O:19])[CH:5]=[N:6][CH:7]=1.[N:20]([CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1)=[C:21]=[O:22]>C(Cl)Cl>[Cl:18][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:19])[N:8]([C:4]1[CH:3]=[C:2]([NH:1][C:21]([NH:20][CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)=[O:22])[CH:7]=[N:6][CH:5]=1)[CH2:17][CH2:16]2

Participants

4

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 86685979HCID 86685979, compound

Product 1

HCID 86685980HCID 86685980, compoundYield 20.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(5-Amino-pyridin-3-yl)-6-chloro-3,4-dihydro-2H-isoquinolin-1-one (27.3 mg, 0.1 mmol, example 17) was added to a solution of isocyanato-cyclohexane (12.5 mg, 0.1 mmol) in DCM (2 mL). The reaction mixture was stirred at RT for 2 hours. After evaporation of solvent under reduced pressure, a crude product was obtained which was purified by prep-HPLC to give title compound as a white solid (8.0 mg, 20%). MS: 399.2 (M+H+).

Workup

  1. customAfter evaporation of solvent under reduced pressure
  2. customa crude product was obtained which
  3. customwas purified by prep-HPLC

Sources & evidence

ORD record
ord-fa2813e6961c4e2da60de907f2545501
Source dataset
uspto-grants-2015_09
Patent number
US09133158B2

Reaction notes

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