1-Bromomethyl-2,6-dichlorobenzene → HCID 71209252, compound

HRID 1912571Notes

Reaction equation

HRID 1912571 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].[Cl:31][C:32]1[CH:39]=[CH:38][CH:37]=[C:36]([Cl: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]([Cl:31])=[CH:39][CH:38]=[CH:37][C:36]=3[Cl: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 301591-Bromomethyl-2,6-dichlorobenzeneHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209252HCID 71209252, 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-dichlorobenzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.49-7.37 (m, 3 H), 7.28-7.21 (m, 2 H), 6.91 (t, J=8.3 Hz, 1 H), 6.83-6.78 (m, 1 H), 6.19-6.13 (m, 1 H), 5.83-5.68 (m, 2 H), 5.62-5.56 (m, 1 H), 4.27 (t, J=5.2 Hz, 2 H), 2.94-2.77 (m, 2 H), 2.75 (s, 3 H), 2.12-2.06 (m, 2 H), 0.97 (s, 9 H); LC/MS (m/z) ES+=553.30 (M+1).

Sources & evidence

ORD record
ord-4ff2a38ecfe048589792c96884346a29
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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