4-Fluorophenyl isocyanate → HCID 46095902, compound

HRID 445318Notes

Reaction equation

HRID 445318 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10][NH:9]2)=[CH:4][CH:3]=1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]=[C:26]=[O:27])=[CH:21][CH:20]=1>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10][N:9]2[C:26]([NH:25][C:22]2[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=2)=[O:27])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 709554-Fluorophenyl isocyanateHCID 11770665HCID 11770665, compound

Product 1

HCID 46095902HCID 46095902, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(4-chlorophenyl)-1,2,3,4-tetrahydroisoquinoline (150 mg, 615 μmol) in CH2Cl2 (2.0 mL) at RT was added 1-fluoro-4-isocyanatobenzene (85.8 μL, 739 μmol). The reaction was stirred 3 h and then directly purified by reverse phase HPLC to give the title compound as a white solid. MS (ESI pos. ion) m/z: 381 (M+1).

Workup

  1. customdirectly purified by reverse phase HPLC

Sources & evidence

ORD record
ord-86cd06c24e244871a185d1e44a745b63
Source dataset
uspto-grants-2013_07
Patent number
US08476297B2

Reaction notes

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