4-Fluoro-3-(trifluoromethyl)benzyl bromide → HCID 71209357, compound

HRID 1912590Notes

Reaction equation

HRID 1912590 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[CH:35]=[CH:34][C:33]([F:36])=[C:32]([C:37]([F:40])([F:39])[F:38])[CH:31]=1>>[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[CH:35]=[CH:34][C:33]([F:36])=[C:32]([C:37]([F:40])([F:38])[F:39])[CH:31]=3)[C:14]2=[N:15][C:16]=1[CH3:17])[C:7]([OH:9])=[O:8])([CH3:3])([CH3:2])[CH3:4]

Participants

3

Reactant 2

HCID 27375774-Fluoro-3-(trifluoromethyl)benzyl bromideHCID 71209083Methyl 2-(tert-butoxy)-2-(6-methyl-4-(p-tolyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209357HCID 71209357, 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 4-(bromomethyl)-1-fluoro-2-(trifluoromethyl)benzene in a manner similar to that described in Example 25 as a yellow solid. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm=7.67-7.58 (m, 2 H), 7.48-7.38 (m, 2 H), 7.34 (d, J=7.8 Hz, 2 H), 7.16 (t, J=9.3 Hz, 1 H), 7.05 (d, J=3.5 Hz, 1 H), 6.26 (d, J=3.5 Hz, 1H), 5.60-5.45 (m, 3 H), 2.75 (s, 3 H), 2.47 (s, 3 H), 0.95 (s, 9 H); LCMS (m/z) ES+=529 (M+1).

Sources & evidence

ORD record
ord-aa9dbb13b43e4333a1f14aa8aa416409
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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