Piperidin-2-ylmethanol → HCID 13883196, compound

HRID 1904524Notes

Reaction equation

HRID 1904524 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([N:10]=[C:11]=[O:12])=[C:4]([F:13])[CH:3]=1.[OH:14][CH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][NH:17]1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([NH:10][C:11]([N:17]2[CH2:18][CH2:19][CH2:20][CH2:21][CH:16]2[CH2:15][OH:14])=[O:12])=[C:4]([F:13])[CH:3]=1

Participants

4

Reactant 2

HCID 94263Piperidin-2-ylmethanolHCID 11310183HCID 11310183, compound

Product 1

HCID 13883196HCID 13883196, compoundYield 79.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

10.1 g (0.05 mol) of 4-chloro-2-fluoro-5-methoxyphenyl isocyanate are dissolved in 50 ml of toluene, and 5.8 g (0.05 mol) of 2-hydroxymethylpiperidine, dissolved in 20 ml of toluene, are added dropwise at RT(1). The mixture is stirred for 2 hours at 20°-25° C. and cooled in and ice bath, and the precipitate which has been deposited is filtered off with suction. 12.6 g (79% of theory) of 1-[N-(4-chlor-2-fluor-5-methoxyphenyl)-carbamoyl]-2-hydroxymethylpiperidine are obtained after drying in the form of colorless crystals, melting point 176°-179° C.

Workup

  1. temperaturecooled in and ice bath
  2. filtrationthe precipitate which has been deposited is filtered off with suction

Sources & evidence

ORD record
ord-72b27e57054c41cda7d7b6d532e89dab
Source dataset
uspto-grants-1989_06
Patent number
US04838931

Reaction notes

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