Hydrochloric Acid → HCID 178521751, compound

HRID 454752Notes

Reaction equation

[N-:1]=[N+:2]=[N-:3].[Na+].[Cl-].[NH4+].[C:7]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:11][C:10]=1[NH:21][C:22]([C:24]1[CH:25]=[N:26][CH:27]=[C:28]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:29]=1)=[O:23])#[N:8].Cl>C(OCC)(=O)C.CN(C)C=O>[C:30]1([C:28]2[CH:29]=[C:24]([C:22]([NH:21][C:10]3[CH:11]=[C:12]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)[CH:13]=[CH:14][C:9]=3[C:7]3[NH:8][N:3]=[N:2][N:1]=3)=[O:23])[CH:25]=[N:26][CH:27]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

Conditions

Temperature: 110 °C

Procedure

Sodium azide (38 mg) and ammonium chloride (31 mg) were added to a N,N-dimethylformamide (1.1 mL) solution of N-(2-cyano-5-phenylphenyl)-5-phenylpyridine-3-carboxamide (0.11 g) at room temperature, followed by stirring at 110° C. for 2 hours and 30 minutes. The reaction mixture was cooled to room temperature, and then ethyl acetate and 1.0 mol/L hydrochloric acid (6.0 mL) were added thereto. The solid substance was collected by filtration to obtain 84 mg of 5-phenyl-N-(5-phenyl-2-(1H-tetrazol-5-yl)phenyl)pyridine-3-carboxamide as a yellow solid.

Workup

temperatureThe reaction mixture was cooled to room temperature
filtrationThe solid substance was collected by filtration

Sources & evidence

ORD record: ord-fdd25d9d009c41b7b246497aaab1f6f6
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492582B2

Reaction notes

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