2-Fluoro-4-(trifluoromethyl)benzyl bromide → HCID 71209410, compound

HRID 1912580Notes

Reaction equation

HRID 1912580 reaction equation
[C:1]([O:5][CH:6]([C:11]1[C:12]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[O:27][CH2:26][CH2:25][CH2:24]3)=[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].[F:31][C:32]1[CH:39]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:37]=[CH:36][C:33]=1[CH2:34]Br>>[C:1]([O:5][CH:6]([C:11]1[C:12]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[O:27][CH2:26][CH2:25][CH2:24]3)=[C:13]2[CH:20]=[CH:19][N:18]([CH2:34][C:33]3[CH:36]=[CH:37][C:38]([C:40]([F:41])([F:43])[F:42])=[CH:39][C:32]=3[F:31])[C:14]2=[N:15][C:16]=1[CH3:17])[C:7]([OH:9])=[O:8])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 27375702-Fluoro-4-(trifluoromethyl)benzyl bromideHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209410HCID 71209410, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 27, Step H from methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate and 2-fluoro-4-(trifluoromethyl)benzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.49-7.41 (m, 1 H), 7.39-7.28 (m, 3 H), 7.25-7.18 (m, 1 H), 7.14-7.10 (m, 1 H), 6.93 (dd, J=3.9, 8.4 Hz, 1 H), 6.29 (dd, J=3.5, 12.1 Hz, 1 H), 5.70-5.62 (m, 1 H), 5.62-5.52 (m, 2 H), 4.33-4.25 (m, 2 H), 2.96-2.77 (m, 2 H), 2.73 (s, 3 H), 2.16-2.03 (m, 2 H), 1.01-0.92 (s, 9 H); LC/MS (m/z) ES+=571 (M+1).

Sources & evidence

ORD record
ord-35a495e9876e4226acf24cf70e80bf2a
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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