2,4,6-Trifluorobenzyl bromide → HCID 71209463, compound

HRID 1912538Notes

Reaction equation

HRID 1912538 reaction equation
[C:1]([O:5][CH:6]([C:11]1[C:12]([C:21]2[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=2)=[C:13]2[CH:20]=[CH:19][NH:18][C:14]2=[N:15][C:16]=1[CH3:17])[C:7]([O:9]C)=[O:8])([CH3:4])([CH3:3])[CH3:2].Br[CH2:29][C:30]1[C:35]([F:36])=[CH:34][C:33]([F:37])=[CH:32][C:31]=1[F:38]>>[C:1]([O:5][CH:6]([C:11]1[C:12]([C:21]2[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=2)=[C:13]2[CH:20]=[CH:19][N:18]([CH2:29][C:30]3[C:35]([F:36])=[CH:34][C:33]([F:37])=[CH:32][C:31]=3[F:38])[C:14]2=[N:15][C:16]=1[CH3:17])[C:7]([OH:9])=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 27770592,4,6-Trifluorobenzyl bromideHCID 71209083Methyl 2-(tert-butoxy)-2-(6-methyl-4-(p-tolyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209463HCID 71209463, compound

Procedure

The title compound was prepared from methyl 2-(tert-butoxy)-2-(6-methyl-4-(p-tolyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate and 2-(bromomethyl)-1,3,5-trifluorobenzene in a manner similar to that described in Example 25 as a white solid. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm=7.63 (d, J=7.6 Hz, 1 H), 7.40-7.30 (m, 3 H), 7.07 (d, J=3.5 Hz, 1 H), 6.78-6.69 (m, 2 H), 6.25 (d, J=3.5 Hz, 1 H), 5.71-5.56 (m, 2 H), 5.53 (s, 1 H), 2.84 (s, 3 H), 2.47 (s, 3 H), 0.95 (s, 9 H); LCMS (m/z) ES+=497 (M+1).

Sources & evidence

ORD record
ord-0b5341d3499f4cadb4c0d14e53ccd1bd
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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