5-Bromomethyl-2-methoxybenzoic acid ethyl ester → 5-[4-(1-Furan-3-ylmethyl-1h pyrrolo[2,3-b]pyridin-3-yl)-piperidin-1-ylmethyl]-2-methoxy-benzoic acid ethyl ester

HRID 1437172Notes

Reaction equation

HRID 1437172 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([CH2:6][N:7]2[C:11]3=[N:12][CH:13]=[CH:14][CH:15]=[C:10]3[C:9](N3CCCCC3)=[CH:8]2)=[CH:2]1.[CH2:22]([O:24][C:25](=[O:36])[C:26]1[CH:31]=[C:30]([CH2:32]Br)[CH:29]=[CH:28][C:27]=1[O:34][CH3:35])[CH3:23]>>[CH2:22]([O:24][C:25](=[O:36])[C:26]1[CH:31]=[C:30]([CH2:32][N:12]2[CH2:13][CH2:14][CH:15]([C:9]3[C:10]4[C:11](=[N:12][CH:13]=[CH:14][CH:15]=4)[N:7]([CH2:6][C:3]4[CH:4]=[CH:5][O:1][CH:2]=4)[CH:8]=3)[CH2:10][CH2:11]2)[CH:29]=[CH:28][C:27]=1[O:34][CH3:35])[CH3:23]

Participants

3

Reactant 2

HCID 688939465-Bromomethyl-2-methoxybenzoic acid ethyl esterHCID 688947451-furan-3-ylmethyl-3-piperidinyl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 688947975-[4-(1-Furan-3-ylmethyl-1h pyrrolo[2,3-b]pyridin-3-yl)-piperidin-1-ylmethyl]-2-methoxy-benzoic acid ethyl esterYield 182.4%

Procedure

This compound was prepared following the procedure described in example 4, part E, starting with 0.62 g (2.2 mmol) of 1-furan-3-ylmethyl-3-piperidinyl-1H-pyrrolo[2,3-b]pyridine and 0.79 g (2.9 mmol) of 5-bromomethyl-2-methoxybenzoic acid ethyl ester. After standard work-up and purification, 0.95 g (91% of yield) of the expected ester were obtained.

Workup

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

Sources & evidence

ORD record
ord-4b6d4e4f75f94c0b8111a405bed5dbb6
Source dataset
uspto-grants-2009_11
Patent number
US07622480B2

Reaction notes

Loading…