2-(Benzyloxy)-5-(chloromethyl)pyridine → HCID 22009764, compound

HRID 322438Notes

Reaction equation

HRID 322438 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]2[CH:15]=[CH:14][N:13]=[CH:12]2)=[CH:4][CH:3]=1.[CH2:16]([O:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30]Cl)=[CH:26][N:25]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([O:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][O:1][C:2]2[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]3[CH:15]=[CH:14][N:13]=[CH:12]3)=[CH:4][CH:3]=2)=[CH:26][N:25]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 220096002-(Benzyloxy)-5-(chloromethyl)pyridineHCID 220098181-[3-(4-Hydroxyphenyl)propyl]imidazole

Product 1

HCID 22009764HCID 22009764, compoundYield 65%

Procedure

In substantially the same manner as in Working Example 109, 1-[3-(4-hydroxyphenyl)propyl]imidazole was allowed to react with 2-benzyloxy-5-chloromethylpyridine to give 2-benzyloxy-5-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]pyridine. The yield was 65%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 84-85° C.

Sources & evidence

ORD record
ord-cb78e9ee10624c06a40b5d13e2c0468a
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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