6-bromo-2-methyl-1-(2-trimethylsilanylethoxymethyl)-1H-imidazo[4,5-b]pyridine → 7-(2-methyl-1H-imidazo[4,5-b]pyridin-6-yl)-4-(2,6,6-trimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine

HRID 241137

反応式

HRID 241137 の反応式
Br[C:2]1[CH:3]=[C:4]2[N:10](COCC[Si](C)(C)C)[C:9]([CH3:19])=[N:8][C:5]2=[N:6][CH:7]=1.[CH3:20][C:21]1[N:30]=[C:29]([N:31]2[CH2:37][C:36]3[CH:38]=[C:39](B(O)O)[CH:40]=[CH:41][C:35]=3[O:34][CH2:33][CH2:32]2)[C:28]2[CH2:27][C:26]([CH3:46])([CH3:45])[CH2:25][CH2:24][C:23]=2[N:22]=1>>[CH3:19][C:9]1[NH:10][C:4]2[C:5]([N:8]=1)=[N:6][CH:7]=[C:2]([C:39]1[CH:40]=[CH:41][C:35]3[O:34][CH2:33][CH2:32][N:31]([C:29]4[C:28]5[CH2:27][C:26]([CH3:45])([CH3:46])[CH2:25][CH2:24][C:23]=5[N:22]=[C:21]([CH3:20])[N:30]=4)[CH2:37][C:36]=3[CH:38]=1)[CH:3]=2

参加物

3

反応物 2

HCID 595928396-bromo-2-methyl-1-(2-trimethylsilanylethoxymethyl)-1H-imidazo[4,5-b]pyridineHCID 668200184-(2,6,6-Trimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepin-7-ylboronic acid

生成物 1

HCID 595863107-(2-methyl-1H-imidazo[4,5-b]pyridin-6-yl)-4-(2,6,6-trimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine

実験手順

Prepared as acetate salt according to the method of example 5 by using 6-bromo-2-methyl-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazo[4,5-b]pyridine (reagent preparation 35) and [4-(2,6,6-trimethyl-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 followed by SEM deprotection. 1H NMR (400 MHz, methanol-d4): 8.52 (d, 1H), 8.05 (d, 1H), 7.63 (d, 1H), 7.50 (dd, 1H), 7.09 (d, 1H), 4.73 (s, 2H), 4.33 (m, 2H), 4.00 (m, 2H), 2.75 (t, 2H), 2.64 (s, 3H), 2.47 (s, 2H), 2.41 (s, 3H), 1.96 (s, 3H), 1.66 (t, 2H), 0.91 (s, 6H); MS (EI) for C27H30N6O: 455 (MH+).

出典と根拠

ORDレコード
ord-f4e5f05a377c437e9add471d225b1918
出典データセット
uspto-grants-2014_02
特許番号
US08648066B2

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