1-(Bromomethyl)-4-(trifluoromethoxy)benzene → HCID 71209440, compound

HRID 1912585Notes

Reaction equation

HRID 1912585 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:41]=[CH:40][C:37]([CH2:38]Br)=[CH:36][CH:35]=1>>[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]([CH2:38][C:37]3[CH:40]=[CH:41][C:34]([O:33][C:32]([F:43])([F:42])[F:31])=[CH:35][CH:36]=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 1427851-(Bromomethyl)-4-(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 71209440HCID 71209440, 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 4-(trifluoromethoxy)benzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.51-7.43 (m, 1 H), 7.33-7.28 (m, 2 H), 7.26-7.15 (m, 3 H), 7.06 (t, J=3.3 Hz, 1 H), 6.94 (dd, J=5.3, 8.4 Hz, 1 H), 6.29 (dd, J=3.5, 11.7 Hz, 1 H), 5.65-5.55 (m, 2 H), 5.53-5.43 (m, 1 H), 4.32-4.26 (m, 2 H), 2.95-2.81 (m, 2 H), 2.78-2.73 (m, 3 H), 2.14-2.05 (m, 2 H), 0.97 (s, 9 H); LC/MS (m/z) ES+=569.19 (M+1).

Sources & evidence

ORD record
ord-d17d4816617140f9840aaeb539029e8e
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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