Sodium hydride → 3-[2'-(N-triphenylmethyltetrazol-5-yl)biphen-4-yl)methyl-7-methyl-2-propyl-3H-imidazo[4,5-b]pyridine

HRID 466675Notes

Reaction equation

HRID 466675 reaction equation
[CH2:1]([C:4]1[NH:5][C:6]2[C:7]([N:13]=1)=[N:8][CH:9]=[CH:10][C:11]=2[CH3:12])[CH2:2][CH3:3].[C:14]1([C:20]([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[N:21]2[C:25]([C:26]3[C:31]([C:32]4[CH:37]=[CH:36][C:35]([CH2:38]Br)=[CH:34][CH:33]=4)=[CH:30][CH:29]=[CH:28][CH:27]=3)=[N:24][N:23]=[N:22]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[H-].[Na+]>>[C:46]1([C:20]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)([C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)[N:21]2[C:25]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][C:31]=3[C:32]3[CH:37]=[CH:36][C:35]([CH2:38][N:13]4[C:7]5=[N:8][CH:9]=[CH:10][C:11]([CH3:12])=[C:6]5[N:5]=[C:4]4[CH2:1][CH2:2][CH3:3])=[CH:34][CH:33]=3)=[N:24][N:23]=[N:22]2)[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 100534615-(4'-(Bromomethyl)(1,1'-biphenyl)-2-yl)-1-trityl-1H-tetraazoleHCID 150208527-Methyl-2-propyl-1H-imidazo[4,5-b]pyridine

Product 1

HCID 150208533-[2'-(N-triphenylmethyltetrazol-5-yl)biphen-4-yl)methyl-7-methyl-2-propyl-3H-imidazo[4,5-b]pyridine

Procedure

3-[2'-(N-triphenylmethyltetrazol-5-yl)biphen-4-yl]methyl-7-methyl-2-propyl-3H-imidazo[4,5-b]pyridine was prepared according to the procedure described in Example 7, Part A from 2-propyl-7-methylimidazo[4,5-b]pyridine (991 mg, 5.66 mmol), N-triphenylmethyl-5-(4'-bromomethylbiphen-2-yl)tetrazole (3.0 g, 5.39 mmol), and NaH (6.47 mmol).

Sources & evidence

ORD record
ord-661a284f1f62408f8a8e6a2efc9aa5eb
Source dataset
uspto-grants-1992_10
Patent number
US05157026

Reaction notes

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