4-Methyloxybenzyl chloride → HCID 71209457, compound

HRID 1912560Notes

Reaction equation

HRID 1912560 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].[CH3:31][O:32][C:33]1[CH:40]=[CH:39][C:36]([CH2:37]Cl)=[CH:35][CH:34]=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]([CH2:37][C:36]3[CH:39]=[CH:40][C:33]([O:32][CH3:31])=[CH:34][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 699934-Methyloxybenzyl chlorideHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209457HCID 71209457, 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-methoxybenzyl chloride. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.50-7.42 (m, 1 H), 7.27-7.16 (m, 3 H), 7.03 (t, J=3.2 Hz, 1 H), 6.93 (dd, J=6.1, 8.3 Hz, 1 H), 6.88 (d, J=8.6 Hz, 2 H), 6.25 (dd, J=3.5, 11.3 Hz, 1 H), 5.60-5.49 (m, 2 H), 5.47-5.38 (m, 1 H), 4.28 (t, J=4.9 Hz, 2 H), 3.80 (s, 3 H), 2.95-2.79 (m, 2 H), 2.78 (s, 3 H), 2.10-2.04 (m, 2 H), 1.01-0.91 (s, 9 H); LC/MS (m/z) ES+=515.38 (M+1).

Sources & evidence

ORD record
ord-af68b9e5d56744419ce83a4c605a226c
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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