Ammonium Chloride → HCID 178439129, compound

HRID 1627321Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([C:12]2[N:16]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[C:15]([CH2:24][O:25][CH:26]3[CH2:31][CH2:30][N:29]([C:32]#[N:33])[CH2:28][CH2:27]3)=[N:14][CH:13]=2)([CH3:11])[CH3:10])[CH:5]=[CH:6][C:7]=1[Cl:8].[N-:34]=[N+:35]=[N-:36].[Na+].[NH4+].[Cl-]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([C:12]2[N:16]([C:17]3[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=3)[C:15]([CH2:24][O:25][CH:26]3[CH2:31][CH2:30][N:29]([C:32]4[NH:36][N:35]=[N:34][N:33]=4)[CH2:28][CH2:27]3)=[N:14][CH:13]=2)([CH3:10])[CH3:11])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 4-((5-(2-(3,4-dichlorophenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-yl)methoxy)piperidine-1-carbonitrile, NaN3 (59 mg, 0.9 mmol), and NH4Cl (50 mg, 0.9 mmol) in DMF (2 mL) was heated at 100° C. overnight. The crude product was purified by HPLC (10-99%, MeCN/H2O with 0.05% TFA) to give the title product as a white solid (45 mg, 47%). MS (EI) m/z 530.3 [M+H]+.

Workup

customThe crude product was purified by HPLC (10-99%, MeCN/H2O with 0.05% TFA)

Sources & evidence

ORD record: ord-101dbd55eb66420f9df1d10cfd81e0da
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785488B2

Reaction notes

Loading…