1-(Bromomethyl)-3-(trifluoromethoxy)benzene → HCID 71209366, compound

HRID 1912581Notes

Reaction equation

HRID 1912581 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]([F:43])([F:42])[O:33][C:34]1[CH:35]=[C:36]([CH:39]=[CH:40][CH:41]=1)[CH2:37]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]([CH2:37][C:36]3[CH:39]=[CH:40][CH:41]=[C:34]([O:33][C:32]([F:43])([F:42])[F:31])[CH:35]=3)[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 7371761-(Bromomethyl)-3-(trifluoromethoxy)benzeneHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209366HCID 71209366, 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 3-(trifluoromethoxy)benzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.52-7.42 (m, 1 H), 7.35 (t, J=8.2 Hz, 1 H), 7.26-7.12 (m, 4 H), 7.06 (t, J=3.2 Hz, 1 H), 6.97-6.91 (m, 1 H), 6.30 (dd, J=3.5, 11.3 Hz, 1 H), 5.63-5.46 (m, 3 H), 4.33-4.25 (m, 2 H), 2.97-2.79 (m, 2 H), 2.78-2.70 (m, 3 H), 2.15-2.03 (m, 2 H), 1.03-0.88 (s, 9 H); LC/MS (m/z) ES+=569.35 (M+1).

Sources & evidence

ORD record
ord-82b563beafa841c390b9699855ed4b9a
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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