1-furan-2-ylmethyl-3-piperidin-4-yl-1H-pyrrolo[2,3-b]pyridine → 5-[4-(1-furan-2-ylmethyl-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidin-1-ylmethyl]-2-methoxybenzoic acid

HRID 1437174Notes

Reaction equation

HRID 1437174 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: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])C>>[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]([CH2:32][C:30]3[CH:29]=[CH:28][C:27]([O:34][CH3:35])=[C:26]([CH:31]=3)[C:25]([OH:36])=[O:24])[CH2:18][CH2:17]2)=[CH:8]1

Participants

3

Reactant 2

HCID 179730291-furan-2-ylmethyl-3-piperidin-4-yl-1H-pyrrolo[2,3-b]pyridineHCID 688939465-Bromomethyl-2-methoxybenzoic acid ethyl ester

Product 1

HCID 103104175-[4-(1-furan-2-ylmethyl-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidin-1-ylmethyl]-2-methoxybenzoic acidYield 76%

Procedure

This compound was prepared following the procedure described in example 7, part G and H starting with 2.37 g (8.4 mmol) of 1-furan-2-ylmethyl-3-piperidin-4-yl-1H-pyrrolo[2,3-b]pyridine and 3 g (11 mmol) of 5-bromomethyl-2-methoxy-benzoic acid ethyl ester. After standard purification the overall yield was 76% (1.6 g).

Workup

  1. customThis compound was prepared
  2. customAfter standard purification the overall yield was 76% (1.6 g)

Sources & evidence

ORD record
ord-d17737b9bb2f4dd2a42bfd1605410658
Source dataset
uspto-grants-2009_11
Patent number
US07622480B2

Reaction notes

Loading…