4-Fluorophenyl isocyanate → HCID 42634734, compound

HRID 445388Notes

Reaction equation

HRID 445388 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:13][CH2:12][NH:11]2)=[CH:2]1.[F:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]=[C:28]=[O:29])=[CH:23][CH:22]=1>C(Cl)Cl.CN(C=O)C>[F:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28]([N:11]2[CH2:12][CH2:13][C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:10]2[C:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[NH:1][CH:2]=2)=[O:29])=[CH:23][CH:22]=1

Participants

5

Reactant 2

HCID 709554-Fluorophenyl isocyanateHCID 3776480HCID 3776480, compound

Product 1

HCID 42634734HCID 42634734, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(1H-indol-3-yl)-1,2,3,4-tetrahydroisoquinoline (16.3 mg, 66 μmol) in CH2Cl2 (0.5 mL) at RT was added 1-fluoro-4-isocyanatobenzene (10 μL, 66 μmol). The reaction was stirred 48 h, the suspension dissolved in DMF and purified by HPLC to give N-(4-fluorophenyl)-1-(1H-indol-3-yl)-3,4-dihydroisoquinoline-2(1H)-carboxamide as a white solid. MS (ESI pos. ion) m/z: 386 (M+1).

Workup

  1. custompurified by HPLC

Sources & evidence

ORD record
ord-ac711dbdf3b74a3ba251ae87c5f23a42
Source dataset
uspto-grants-2013_07
Patent number
US08476297B2

Reaction notes

Loading…