Cyclohexane, (bromomethyl)- → HCID 71209241, compound

HRID 1912586Notes

Reaction equation

HRID 1912586 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].[CH:31]1([CH2:37]Br)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]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][CH:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)[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 137636Cyclohexane, (bromomethyl)-HCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209241HCID 71209241, 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 cyclohexylmethyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.51-7.43 (m, 1 H), 7.21-7.12 (m, 2 H), 7.00-6.93 (m, 1 H), 6.37 (dd, J=3.4, 7.3 Hz, 1 H), 5.52 (br. s., 1 H), 4.39-4.27 (m, 3 H), 4.25-4.14 (m, 1 H), 2.98-2.77 (m, 5 H), 2.17-2.04 (m, 2 H), 1.96 (td, J=3.7, 7.2 Hz, 1 H), 1.78-1.56 (m, 5 H), 1.31-1.15 (m, 3 H), 0.95 (s, 9 H); LC/MS (m/z) ES+=491.47 (M+1).

Sources & evidence

ORD record
ord-4ff0da8af55841fb85fd4a723040f7cf
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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