2-Chloro-5-[3-(1-imidazolyl)propyl]pyridine → 5-[3-(1-Imidazolyl)propyl]-2-[2-(2-thienyl)-4-oxazolylmethoxy]pyridine

HRID 322446Notes

Reaction equation

HRID 322446 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][CH:8]=[C:9]([CH2:11][OH:12])[N:10]=1.Cl[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH2:22][N:23]2[CH:27]=[CH:26][N:25]=[CH:24]2)=[CH:16][N:15]=1>>[N:23]1([CH2:22][CH2:21][CH2:20][C:17]2[CH:18]=[CH:19][C:14]([O:12][CH2:11][C:9]3[N:10]=[C:6]([C:2]4[S:1][CH:5]=[CH:4][CH:3]=4)[O:7][CH:8]=3)=[N:15][CH:16]=2)[CH:27]=[CH:26][N:25]=[CH:24]1

Participants

3

Reactant 2

HCID 220095902-Chloro-5-[3-(1-imidazolyl)propyl]pyridineHCID 220097752-(2-Thienyl)-4-oxazolylmethanol

Product 1

HCID 220096325-[3-(1-Imidazolyl)propyl]-2-[2-(2-thienyl)-4-oxazolylmethoxy]pyridineYield 67%

Procedure

In substantially the same manner as in Working Example 125, 2-(2-thienyl)-4-oxazolylmethanol was allowed to react with 2-chloro-5-[3-(1-imidazolyl)propyl]pyridine to give 5-[3-(1-imidazolyl)propyl]-2-[2-(2-thienyl)-4-oxazolylmethoxy]pyridine. The yield was 67%. Recrystallization from ethyl acetate-hexane gave brown prisms, mp 86-87° C.

Sources & evidence

ORD record
ord-c065e9d170a44a66ba2867543e8d4b6a
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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