2-(Bromomethyl)-1,3-difluorobenzene → HCID 71209406, compound

HRID 1912572Notes

Reaction equation

HRID 1912572 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]=[C:36]([F:40])[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[C:32]([F:31])=[CH:39][CH:38]=[CH:37][C:36]=3[F:40])[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 5814352-(Bromomethyl)-1,3-difluorobenzeneHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209406HCID 71209406, 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 2,6-difluorobenzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.48-7.39 (m, 1 H), 7.34-7.28 (m, 1 H), 7.23-7.16 (m, 1 H), 7.11-7.06 (m, 1 H), 6.98-6.87 (m, 3 H), 6.22-6.16 (m, 1 H), 5.62-5.49 (m, 3 H), 4.31-4.24 (m, 2 H), 2.93-2.77 (m, 2 H), 2.73 (s, 3 H), 2.09-2.06 (m, 2 H), 1.00-0.93 (s, 9 H); LC/MS (m/z) ES+=521.36 (M+1).

Sources & evidence

ORD record
ord-8f5d1ec85fa14d83b6d10922eccba08f
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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