Hydrochloric Acid → HCID 59586548, compound

HRID 241112Notes

Reaction equation

HRID 241112 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([N:14]3[CH2:20][C:19]4[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][C:18]=4[O:17][CH2:16][CH2:15]3)=[N:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1.Br[C:29]1[CH:30]=[C:31]2[N:37](COCC[Si](C)(C)C)[C:36]([CH3:46])=[N:35][C:32]2=[N:33][CH:34]=1>>[CH3:46][C:36]1[NH:37][C:31]2[C:32]([N:35]=1)=[N:33][CH:34]=[C:29]([C:22]1[CH:23]=[CH:24][C:18]3[O:17][CH2:16][CH2:15][N:14]([C:8]4[C:7]5[C:12](=[CH:13][C:4]([O:3][CH3:2])=[CH:5][CH:6]=5)[N:11]=[CH:10][N:9]=4)[CH2:20][C:19]=3[CH:21]=1)[CH:30]=2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 595928396-bromo-2-methyl-1-(2-trimethylsilanylethoxymethyl)-1H-imidazo[4,5-b]pyridineHCID 66820289{4-[7-(Methyloxy)quinazolin-4-yl]-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl}boronic acid

Product 1

HCID 59586548HCID 59586548, compound

Procedure

Prepared as hydrochloride, according to the method of example 5 by using {4-[7-(methyloxy)quinazolin-4-yl]-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl}boronic acid (reagent preparation 23) and 6-bromo-2-methyl-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazo[4,5-b]pyridine (reagent preparation 35) in step 1. 1H NMR (400 MHz, d6-DMSO): 8.84 (d, 1H), 8.78 (s, 1H), 8.39 (d, 1H), 8.24 (brd, 1H), 7.95 (d, 1H), 7.68 (dd, 1H), 7.35 (d, 1H), 7.31 (s, 1H), 7.04 (d, 1H), 5.46 (s, 2H), 4.68 (m, 2H), 4.50 (m, 2H), 3.96 (s, 3H), 2.78 (s, 3H); MS (EI) for C25H22N6O2: 439 (MH+).

Sources & evidence

ORD record
ord-97ab5189cde24a23bbe3f64b2aebcc6a
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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