Methyl 2-(2-chloroethoxy)-4-methoxybenzoate → 2-{2-[4-(1-furan-2-ylmethyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-piperidin-1-yl]-ethoxy}-4-methoxy-benzoic acid

HRID 1437191Notes

Reaction equation

HRID 1437191 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:11]2=[N:12][CH:13]=[CH:14][CH:15]=[C:10]2[C:9]([CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)=[CH:8]1.C[O:23][C:24](=[O:37])[C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][C:26]=1[O:33][CH2:34][CH2:35]Cl>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:11]2=[N:12][CH:13]=[CH:14][CH:15]=[C:10]2[C:9]([CH:16]2[CH2:21][CH2:20][N:19]([CH2:35][CH2:34][O:33][C:26]3[CH:27]=[C:28]([O:31][CH3:32])[CH:29]=[CH:30][C:25]=3[C:24]([OH:37])=[O:23])[CH2:18][CH2:17]2)=[CH:8]1

Participants

3

Reactant 2

HCID 14087529Methyl 2-(2-chloroethoxy)-4-methoxybenzoateHCID 179730291-furan-2-ylmethyl-3-piperidin-4-yl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 103109172-{2-[4-(1-furan-2-ylmethyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-piperidin-1-yl]-ethoxy}-4-methoxy-benzoic acidYield 36%

Procedure

This compound was prepared following the procedure described in example 4, part E and F starting with 3.6 g (11 mmol) of 1-furan-2-ylmethyl-3-piperidin-4-yl-1H-pyrrolo[2,3-b]pyridine and 4.0 g (16.5 mmol) of 2-(2-chloroethoxy)-4-methoxy-benzoic acid methyl ester. After standard purification the overall yield was 36% (1.93 g).

Workup

  1. customThis compound was prepared
  2. customAfter standard purification the overall yield was 36% (1.93 g)

Sources & evidence

ORD record
ord-f97ff77a5eab4e6d82cf2cf450edc571
Source dataset
uspto-grants-2009_11
Patent number
US07622480B2

Reaction notes

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