Potassium Iodide → HCID 19372889, compound

HRID 128932Notes

Reaction equation

[C:1]([NH:4][CH2:5][C:6]1[S:7][C:8]([C:11](=[O:16])[CH2:12][CH2:13][CH2:14]Cl)=[CH:9][CH:10]=1)(=[O:3])[CH3:2].[F:17][C:18]1[CH:32]=[CH:31][C:21]2[C:22]([CH:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)=[N:23][O:24][C:20]=2[CH:19]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>O.C1(C)C=CC=CC=1.CN(C)C=O>[C:1]([NH:4][CH2:5][C:6]1[S:7][C:8]([C:11](=[O:16])[CH2:12][CH2:13][CH2:14][N:28]2[CH2:27][CH2:26][CH:25]([C:22]3[C:21]4[CH:31]=[CH:32][C:18]([F:17])=[CH:19][C:20]=4[O:24][N:23]=3)[CH2:30][CH2:29]2)=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of 2-acetylaminomethyl-5-(4-chlorobutyryl)thiophene (2.6 g), 4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine (2.7 g), potassium carbonate (3.0 g), potassium iodide (1.6 g), dimethylformamide (20 ml), and toluene (20 ml) was stirred at 60° C. for 6 hours. The reaction mixture was poured into water, and the precipitated crystals were filtered off, followed by recrystallization from ethanol to give 0.9 g of 3-(1-(4-(5-acetylaminomethyl -2-thienyl)-4-oxobutyl)piperidin-4-yl)-6-fluoro-1,2-benzisoxazole as white crystals, m.p. 140-142° C.

Workup

filtrationthe precipitated crystals were filtered off
customfollowed by recrystallization from ethanol

Sources & evidence

ORD record: ord-6a2ff1601f0c43639ee5f3714373a43b
Source dataset: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05466691

Reaction notes

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