(Bromomethyl)cyclobutane → HCID 71209431, compound

HRID 1912589Notes

Reaction equation

HRID 1912589 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].Br[CH2:32][CH:33]1[CH2:36][CH2:35][CH2:34]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]([CH2:32][CH:33]3[CH2:36][CH2:35][CH2:34]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 2734658(Bromomethyl)cyclobutaneHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209431HCID 71209431, 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 (bromomethyl)cyclobutane. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.49-7.43 (m, 1 H), 7.21-7.13 (m, 2 H), 6.99-6.93 (m, 1 H), 6.34 (dd, J=3.5, 7.8 Hz, 1 H), 5.51 (d, J=3.9 Hz, 1 H), 4.54-4.37 (m, 2 H), 4.30 (t, J=5.2 Hz, 2 H), 2.96-2.80 (m, 6H), 2.17-2.05 (m, 4 H), 1.99-1.79 (m, 4 H), 0.99-0.90 (s, 9 H); LC/MS (m/z) ES+=463.37 (M+1).

Sources & evidence

ORD record
ord-2555ee5d948e4e379b273c8675fc3a9a
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

Loading…