3-Isocyanatopyridine → 2-Fluoro-4-[3-(pyrid-3-yl)carbamoyloxypropyl]-1-triphenylmethylimidazole

HRID 2412480Notes

Reaction equation

HRID 2412480 reaction equation
OC[CH2:3][CH2:4][C:5]1[NH:6]C=CN=1.N1C=CC=C(N=C=O)C=1.[C:19]([NH:22][C:23]([O:25][CH2:26][CH2:27][CH2:28][C:29]1[N:30]=[C:31]([F:53])[N:32]([C:34]([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:33]=1)=[O:24])(=O)[CH3:20]>>[F:53][C:31]1[N:32]([C:34]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[CH:33]=[C:29]([CH2:28][CH2:27][CH2:26][O:25][C:23](=[O:24])[NH:22][C:19]2[CH:20]=[N:6][CH:5]=[CH:4][CH:3]=2)[N:30]=1

Participants

4

Reactant 3

HCID 27604933-IsocyanatopyridineHCID 179252873-(1H-imidazol-2-yl)propan-1-olHCID 204324074-(3-Acetylcarbamoyloxypropyl)-2-fluoro-1-triphenylmethylimidazole

Product 1

HCID 204324172-Fluoro-4-[3-(pyrid-3-yl)carbamoyloxypropyl]-1-triphenylmethylimidazole

Procedure

A solution of the hydroxypropylimidazole was treated with 3-pyridylisocyanate as for the starting material of Example 12, to give 2-fluoro-4-[3-(pyrid-3-yl)carbamoyloxypropyl]-1-triphenylmethylimidazole having the following n.m.r. spectrum in CDCl3 : 1.97 (m, 2H); 2.5 (t, 2H); 4.16 (t, 2H); 6.25 (s, 1H); 6.9 (br s, 1H); 7.0-7.5 (m, 15H); 7.7-8.6 (m, 4H).

Sources & evidence

ORD record
ord-b8e87ebb386e4a78840c9a8967a7afd9
Source dataset
uspto-grants-1985_01
Patent number
US04492692

Reaction notes

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