Ammonium Chloride → HCID 178480142, compound

HRID 1181689Notes

Reaction equation

[N-:1]=[N+:2]=[N-:3].[Na+].[Cl-].[NH4+].[Cl:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[N:14]=[CH:13][CH:12]=[C:11]2[CH2:18][N:19]1[C:27]([C:28]2[N:32]([CH3:33])[CH:31]=[C:30]([C:34]#[N:35])[CH:29]=2)=[C:26]2[C:21]([N:22]([CH2:39][CH:40]3[CH2:42][CH2:41]3)[C:23](=[O:38])[N:24]([CH3:37])[C:25]2=[O:36])=[N:20]1>CN(C)C=O>[Cl:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[N:14]=[CH:13][CH:12]=[C:11]2[CH2:18][N:19]1[C:27]([C:28]2[N:32]([CH3:33])[CH:31]=[C:30]([C:34]3[NH:35][N:3]=[N:2][N:1]=3)[CH:29]=2)=[C:26]2[C:21]([N:22]([CH2:39][CH:40]3[CH2:42][CH2:41]3)[C:23](=[O:38])[N:24]([CH3:37])[C:25]2=[O:36])=[N:20]1

Participants

Conditions

Temperature: 120 °C

Procedure

Sodium azide (0.054 g) and ammonium chloride (0.044 g) were added to a solution of 5-[2-[(6-chloro-4-quinolinyl)methyl]-7-(cyclopropylmethyl)-4,5,6,7-tetrahydro-5-methyl-4,6-dioxo-2H-pyrazolo[3,4-d]pyrimidin-3-yl]-1-methyl-1H-pyrrole-3-carbonitrile (0.083 g) in dimethylformamide (5 ml) at 0° C. The mixture was heated at 120° C. for 31 hour. The crude reaction was purified on preparative HPLC to give the title compound (0.058 g). Mass: 543.08 (M+H).

Workup

customThe crude reaction
customwas purified on preparative HPLC

Sources & evidence

ORD record: ord-d9503db3af274084b26e9162e6fe8329
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07285558B2

Reaction notes

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