2-Chloro-5-(chloromethyl)pyridine → HCID 66657773, compound

HRID 420931Notes

Reaction equation

HRID 420931 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([OH:15])[CH:13]=2)[N:8]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH:23]([CH3:25])[CH3:24])=[CH:18][CH:17]=2)[C:7]=1[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=[O:5])[CH3:2].Cl[C:33]1[CH:38]=[CH:37][C:36]([CH2:39][Cl:40])=[CH:35][N:34]=1>>[CH2:1]([O:3][C:4]([C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][C:33]3[CH:38]=[CH:37][C:36]([CH2:39][Cl:40])=[CH:35][N:34]=3)[CH:13]=2)[N:8]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH:23]([CH3:24])[CH3:25])=[CH:18][CH:17]=2)[C:7]=1[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 1554792-Chloro-5-(chloromethyl)pyridineHCID 66657635HCID 66657635, compound

Product 1

HCID 66657773HCID 66657773, compound

Procedure

The sub-title compound was prepared in accordance with step (a) Example 21 from 2-ethoxycarbonylmethyl-5-hydroxy-1-(4-isopropoxyphenyl)indole-3-carboxylic acid ethyl ester (106 mg, 0.25 mmol, see step (b) Example 12) and 2-chloro-5-chloromethylpyridine (41 mg, 0.25 mmol). Yield 90 mg (66%).

Sources & evidence

ORD record
ord-53722ae8c8464fab832c8f7c6da17e2c
Source dataset
uspto-grants-2012_01
Patent number
US08097623B2

Reaction notes

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