[4-(6,6-Dimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl]boronic acid → HCID 178467350, compound

HRID 241115Notes

Reaction equation

HRID 241115 reaction equation
Br[C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([CH:11]([OH:13])[CH3:12])[NH:8][C:5]2=[N:6][CH:7]=1.[CH3:14][C:15]1([CH3:39])[CH2:24][CH2:23][C:22]2[N:21]=[CH:20][N:19]=[C:18]([N:25]3[CH2:31][C:30]4[CH:32]=[C:33](B(O)O)[CH:34]=[CH:35][C:29]=4[O:28][CH2:27][CH2:26]3)[C:17]=2[CH2:16]1>>[CH3:14][C:15]1([CH3:39])[CH2:24][CH2:23][C:22]2[N:21]=[CH:20][N:19]=[C:18]([N:25]3[CH2:31][C:30]4[CH:32]=[C:33]([C:2]5[CH:3]=[C:4]6[N:10]=[C:9]([CH:11]([OH:13])[CH3:12])[NH:8][C:5]6=[N:6][CH:7]=5)[CH:34]=[CH:35][C:29]=4[O:28][CH2:27][CH2:26]3)[C:17]=2[CH2:16]1

Participants

3

Reactant 2

HCID 66820411[4-(6,6-Dimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl]boronic acidHCID 178467347HCID 178467347, compound

Product 1

HCID 178467350HCID 178467350, compound

Procedure

Prepared according to the method of example 5 by using 1-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)ethanol (reagent preparation 19) and [4-(6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl]boronic acid (reagent preparation 23) in step 1. 1H NMR (400 MHz, Methanol-d4): 8.56 (br, 1H), 8.34 (s, 1H), 8.11 (br, 1H), 7.61 (s, 1H), 7.54 (d, 1H), 7.10 (d, 1H), 5.11 (m, 1H), 4.73 (s, 2H), 4.37 (m, 2H), 3.95 (m, 2H), 2.79 (t, 2H), 2.48 (s, 2H), 1.68 (t, 2H), 1.64 (d, 3H), 0.88 (s, 6H); MS (EI) for C27H30N6O2: 471 (MH+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-88415469a3c74848aa3b52b29c008c60
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

Loading…