Ethyl 3-(pyridin-2-yl)acrylate → 3-(1H-Indol-6-yl)-3-pyridin-2-yl-acrylic acid ethyl ester

HRID 268841Notes

Reaction equation

Br[C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[CH2:11]([O:13][C:14](=[O:23])[CH:15]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[CH3:12].C(OC(=O)C=C(C1C=CC=C2C=1C(C#N)=CN2)C1C=CC=CC=1)C>>[CH2:11]([O:13][C:14](=[O:23])[CH:15]=[C:16]([C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[CH3:12]

Participants

Reactant 3

HCID 370265Ethyl 3-(pyridin-2-yl)acrylate

HCID 6764936-Bromoindole

HCID 673553223-(3-cyano-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester

Product 1

HCID 673557063-(1H-Indol-6-yl)-3-pyridin-2-yl-acrylic acid ethyl ester

Procedure

3-(1H-Indol-6-yl)-3-pyridin-2-yl-acrylic acid ethyl ester CLVII was prepared from 6-bromo-1H-indole and 3-pyridin-2-yl-acrylic acid ethyl ester using the procedure described for preparation of 3-(3-Cyano-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester LVIII (Example 14).

Sources & evidence

ORD record: ord-4561b63572c447fdbeee4ab93926d7ba
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07446118B2

Reaction notes

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