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

HRID 1437193Notes

Reaction equation

HRID 1437193 reaction equation
[CH2:1]([N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7](N2CCCCC2)=[CH:6]1)[CH2:2][CH2:3][CH3:4].C[O:21][C:22](=[O:35])[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][C:24]=1[O:31][CH2:32][CH2:33]Cl>>[CH2:1]([N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([CH:13]2[CH2:12][CH2:11][N:10]([CH2:33][CH2:32][O:31][C:24]3[CH:25]=[C:26]([O:29][CH3:30])[CH:27]=[CH:28][C:23]=3[C:22]([OH:21])=[O:35])[CH2:9][CH2:8]2)=[CH:6]1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 14087529Methyl 2-(2-chloroethoxy)-4-methoxybenzoateHCID 688946901-butyl-3-piperidinyl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 179729742-{2-[4-(1-butyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-piperidin-1-yl]-ethoxy}-4-methoxy-benzoic acidYield 35%

Procedure

This compound was prepared following the procedure described in example 4, part E and F starting with 2.5 g (9.1 mmol) of 1-butyl-3-piperidinyl-1H-pyrrolo[2,3-b]pyridine and 3.3 g (13.6 mmol) of 2-(2-chloroethoxy)-4-methoxy-benzoic acid methyl ester. After standard purification the overall yield was 35% (0.77 g).

Workup

  1. customThis compound was prepared
  2. customAfter standard purification the overall yield was 35% (0.77 g)

Sources & evidence

ORD record
ord-9d4ea3dc1c8c4baeb554c7a97894399b
Source dataset
uspto-grants-2009_11
Patent number
US07622480B2

Reaction notes

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