Sodium Hydroxide → HCID 135961907, compound

HRID 2234109Notes

Reaction equation

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

Participants

Conditions

Temperature: 150 °C

Procedure

62 mg 2-(3-Methoxy-6-pyridin-4-yl-pyridazin-4-yl)-3-phenyl-6-piperidin-1-ylmethyl-1H-indole are dissolved in 0.5 mL ethanol. 0.75 mL 1 N aqueous sodium hydroxide are added. The reaction mixture is heated to 150° C. in a microwave oven for 15 minutes. Purification by HPLC affords 36 mg (58%) 4-(3-phenyl-6-piperidin-1-ylmethyl-1H-indol-2-yl)-6-pyridin-4-yl-2H-pyridazin-3-one as its trifluoro-acetate salt.

Workup

customPurification by HPLC

Sources & evidence

ORD record: ord-7dc1e9b706874d049df6086a10640cb1
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07709466B2

Reaction notes

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