Phenyl isocyanate → HCID 59292533, compound

HRID 1685126Notes

Reaction equation

HRID 1685126 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]([C:10]([N:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)=[O:11])=[C:8]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:7]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2[CH3:37])[C:6]1=[O:38].[C:39]1([N:45]=[C:46]=[O:47])[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>C(Cl)Cl>[O:38]=[C:6]1[N:7]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2[CH3:37])[C:8]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[C:9]([C:10]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[O:11])[N:5]1[CH2:4][CH2:3][CH2:2][NH:1][C:46]([NH:45][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)=[O:47]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 25000218HCID 25000218, compound

Product 1

HCID 59292533HCID 59292533, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
30 °C

Procedure

To a solution of 201 (27 mg, 0.05 mmol) in CH2Cl2 (1 mL), which was stirred at room temperature and was added phenyl isocyanate (6.5 mg, 0.055 mmol). The reaction mixture was stirred for 1.5 hours at 30° C., and was evaporated under reduced pressure. The residue was purified by flash chromatography, afforded 201H (21 mg) as a white solid. LCMS: purity=96%. MS (EZ, m/e): 639.2 (M+H)+.

Workup

  1. customwas evaporated under reduced pressure
  2. customThe residue was purified by flash chromatography
  3. customafforded 201H (21 mg) as a white solid

Sources & evidence

ORD record
ord-b3b7c8d153b84338b8039205e8f234c6
Source dataset
uspto-grants-2012_04
Patent number
US08148367B2

Reaction notes

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