7-bromopyrido[2,3-b]pyrazine → HCID 49806637, compound

HRID 241118Notes

Reaction equation

HRID 241118 reaction equation
Br[C:2]1[CH:11]=[N:10][C:5]2=[N:6][CH:7]=[CH:8][N:9]=[C:4]2[CH:3]=1.[CH3:12][C:13]1([CH3:37])[CH2:22][CH2:21][C:20]2[N:19]=[CH:18][N:17]=[C:16]([N:23]3[CH2:29][C:28]4[CH:30]=[C:31](B(O)O)[CH:32]=[CH:33][C:27]=4[O:26][CH2:25][CH2:24]3)[C:15]=2[CH2:14]1>>[CH3:12][C:13]1([CH3:37])[CH2:22][CH2:21][C:20]2[N:19]=[CH:18][N:17]=[C:16]([N:23]3[CH2:29][C:28]4[CH:30]=[C:31]([C:2]5[CH:11]=[N:10][C:5]6=[N:6][CH:7]=[CH:8][N:9]=[C:4]6[CH:3]=5)[CH:32]=[CH:33][C:27]=4[O:26][CH2:25][CH2:24]3)[C:15]=2[CH2:14]1

Participants

3

Reactant 2

HCID 42469437-bromopyrido[2,3-b]pyrazineHCID 66820411[4-(6,6-Dimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl]boronic acid

Product 1

HCID 49806637HCID 49806637, compound

Procedure

Prepared according to the method of example 5 by using 7-bromopyrido[2,3-b]pyrazine 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, DMSO-d6): 9.56 (s, 1H), 9.13 (s, 1H), 9.10 (s, 1H), 8.78 (s, 1H), 8.39 (s, 1H), 8.05 (s, 1H), 7.88 (d, 1H), 7.14 (d, 1H), 4.71 (s, 2H), 4.41 (m, 2H), 3.85 (m, 2H), 2.71 (t, 2H), 2.49 (s, 2H), 1.62 (t, 2H), 0.84 (s, 6H); MS (EI) for C26H26N6O: 439 (MH+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-522d895a9c1f4d778c67149470bffa1a
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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