alpha-Bromo-o-fluorotoluene → HCID 71209481, compound

HRID 1912561Notes

Reaction equation

HRID 1912561 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]=[CH:38][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][CH:38]=[CH:39][C:32]=3[F:31])[C:14]2=[N:15][C:16]=1[CH3:17])[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 67968alpha-Bromo-o-fluorotolueneHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209481HCID 71209481, 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-fluorobenzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.50-7.42 (m, 1 H), 7.28-7.17 (m, 3 H), 7.15-7.06 (m, 3 H), 6.93 (dd, J=5.1, 8.4 Hz, 1 H), 6.27 (dd, J=3.5, 11.7 Hz, 1 H), 5.67-5.51 (m, 3 H), 4.32-4.25 (m, 2 H), 2.98-2.81 (m, 2 H), 2.76 (s, 3 H), 2.13-2.06 (m, 2 H), 1.02-0.91 (s, 9 H); LC/MS (m/z) ES+=503.51 (M+1).

Sources & evidence

ORD record
ord-58737407c1ef49c4adc0bd9d9d3dd298
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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