3-(Bromomethyl)furan → HCID 68893861, compound

HRID 1437198Notes

Reaction equation

HRID 1437198 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[C:20]3[C:15](=[CH:16][N:17]=[CH:18][CH:19]=3)[NH:14][CH:13]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].Br[CH2:22][C:23]1[CH:27]=[CH:26]OC=1>>[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][CH:9]([C:12]2[C:20]3[C:15](=[CH:16][N:17]=[CH:18][CH:19]=3)[N:14]([CH2:22][CH2:23][CH2:27][CH3:26])[CH:13]=2)[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 110949343-(Bromomethyl)furanHCID 68895624HCID 68895624, compound

Product 1

HCID 68893861HCID 68893861, compoundYield 43%

Procedure

This compound was prepared following the procedure described in example 24, part C, starting with 4.9 g (18 mmol) of 4-(1H-pyrrolo[2,3-c]pyridin-3-yl)-piperidine-1-carboxylic acid ethyl ester and 35.4 ml (21.6 mmol) of a 0.61 M solution of 3-bromomethylfurane. After standard work-up and purification, 6.14 g (43% of yield) of 4-(1-butyl-1H-pyrrolo[2,3-c]pyridin-3-yl)-piperidine-1-carboxylic acid ethyl ester were obtained.

Workup

  1. customThis compound was prepared
  2. customAfter standard work-up and purification

Sources & evidence

ORD record
ord-70da38c3816242b9808b0dc9d8c0c04d
Source dataset
uspto-grants-2009_11
Patent number
US07622480B2

Reaction notes

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