(Pyridin-4-yl)boronic acid → HCID 67438967, compound

HRID 657703Notes

Reaction equation

HRID 657703 reaction equation
[N:1]1[CH:6]=[CH:5][C:4](C2C=C(C(O)=O)C(=CC=2)C(O)=O)=[CH:3][CH:2]=1.C(O[C:22](=[O:35])[C:23]1[CH:33]=[CH:32][C:31](Br)=[C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:24]=1)C.N1C=CC(B(O)O)=CC=1.[Li]N1C(C)(C)CCCC1(C)C>C1COCC1>[O:35]=[C:22]1[C:3]2[CH:2]=[N:1][CH:6]=[CH:5][C:4]=2[C:33]2[CH:32]=[CH:31][C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:24][C:23]1=2

Participants

6

Reactant 4

HCID 2734379(Pyridin-4-yl)boronic acidHCID 115241874-bromoisophthalic acid diethyl esterHCID 67425064HCID 67425064, compoundHCID 178418821HCID 178418821, compound

Product 1

HCID 67438967HCID 67438967, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

9-Oxo-9H-indeno[2,1-c]pyridine-7-carboxylic acid was obtained by allowing 4-pyridin-4-ylphthalic acid [FAB: 244 (M+H)+] which had been synthesized by carrying out the same operations of Reference Examples 27 and 28 using 4-bromoisophthalic acid diethyl ester and 4-pyridine boronic acid to undergo the reaction with lithium 2,2,6,6-tetramethylpiperidide at 0° C. in THF. By carrying out reaction of this compound by the same method of Reference Example 30, ethyl 9-oxo-9H-indeno[2,1-c]pyridine-7-carboxylate was obtained. FAB: 254 (M+H)+.

Workup

  1. customhad been synthesized
  2. customreaction of this compound by the same method of Reference Example 30

Sources & evidence

ORD record
ord-bfe3bae7c549487b9ba1fe6329e23ce0
Source dataset
uspto-grants-2011_12
Patent number
US08076348B2

Reaction notes

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