1-benzyl-1H-indole-6-carboxylic acid → HCID 178437984, compound

HRID 2199996Notes

Reaction equation

HRID 2199996 reaction equation
[Br:1][C:2]1[CH:3]=[C:4](F)[C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[CH2:11]([Mg]Cl)[CH3:12].C([N:22]1C2C(=CC=C(C(O)=O)C=2)C=C1)C1C=CC=CC=1.CC1C=CC=C(C)C=1CN1C2C(=CC=C(C(O)=O)C=2)C=C1>>[Br:1][C:2]1[CH:3]=[C:4]2[NH:22][N:9]=[C:8]([CH2:11][CH3:12])[C:5]2=[N:6][CH:7]=1

Participants

5

Reactant 4

HCID 179478751-benzyl-1H-indole-6-carboxylic acidHCID 441966805-Bromo-3-fluoropyridine-2-carbonitrileHCID 681843451-(2,6-dimethylbenzyl)-1H-indole-6-carboxylic acidHCID 178461633HCID 178461633, compound

Product 1

HCID 178437984HCID 178437984, compound

Procedure

The titled compound (225 mg) as a white solid was prepared from 5-bromo-3-fluoropyridin-2-carbonitrile (201 mg) obtained by the method described in the document (Journal of Organic Chemistry, 2009, Vol. 74, p. 4547) and ethylmagnesium chloride according to the methods of the processes (1) and (2) of Example 153.

Workup

  1. customobtained by the method

Sources & evidence

ORD record
ord-9fa6f0eb43a14b7bb1d1afa5a02281e0
Source dataset
uspto-grants-2016_06
Patent number
US09359350B2

Reaction notes

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