1-(3-Isocyanatophenyl)ethan-1-one → 1-(3-acetylphenyl)-3-[3-[6-fluoro-3-(4-fluorobenzyl)-3,4-dihydroisoquinolin-2(1H)-yl]propyl]urea

HRID 2390101Notes

Reaction equation

HRID 2390101 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][N:7]([CH2:12][CH2:13][CH2:14][NH2:15])[CH:6]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)[CH2:5]2.[C:24]([C:27]1[CH:28]=[C:29]([N:33]=[C:34]=[O:35])[CH:30]=[CH:31][CH:32]=1)(=[O:26])[CH3:25]>>[C:24]([C:27]1[CH:28]=[C:29]([NH:33][C:34]([NH:15][CH2:14][CH2:13][CH2:12][N:7]2[CH:6]([CH2:16][C:17]3[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=3)[CH2:5][C:4]3[C:9](=[CH:10][CH:11]=[C:2]([F:1])[CH:3]=3)[CH2:8]2)=[O:35])[CH:30]=[CH:31][CH:32]=1)(=[O:26])[CH3:25]

Participants

3

Reactant 2

HCID 3127181-(3-Isocyanatophenyl)ethan-1-oneHCID 593232933-[6-fluoro-3-(4-fluorobenzyl)-3,4-dihydroisoquinolin-2(1H)-yl]propanamine

Product 1

HCID 593233751-(3-acetylphenyl)-3-[3-[6-fluoro-3-(4-fluorobenzyl)-3,4-dihydroisoquinolin-2(1H)-yl]propyl]urea

Procedure

The reaction and treatment were carried out in the same manner as in Example 208 using 3-[6-fluoro-3-(4-fluorobenzyl)-3,4-dihydroisoquinolin-2(1H)-yl]propanamine obtained in Example 238-b) as a starting material, and using 3-acetylphenyl isocyanate instead of phenyl isocyanate to obtain a title compound as a pale yellow amorphous substance.

Workup

  1. customThe reaction and treatment

Sources & evidence

ORD record
ord-dca3003e8a314279a55295ca9c89f01d
Source dataset
uspto-grants-2012_09
Patent number
US08273766B2

Reaction notes

Loading…