Potassium Iodide → HCID 19063087, compound

HRID 482483Notes

Reaction equation

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

Participants

Conditions

Temperature: 20 °C

Procedure

In 50 ml de N,N-dimethylformamide, 3.12 g (10.2 mmoles) of 3-phenyl-6-(2-chloroethyl)-7-methyl-thiazolo[3,2-a]pyrimidin-5-one, 2.23 g (10.2 mmoles) of 6-fluoro-3-(4-piperidinyl)-benzisoxazol, 4.50 g (32.5 mmoles) of potassium carbonate and a catalytic amount of potassium iodide were suspended. The reaction mixture was heated for 18 hours at a temperature ranging between 85° and 90° C., cooled to 20° C. and poured into 100 ml of water. The solid formed was purified on silica gel column, using acetonitrile/methanol as eluent. 2.1 g of 6-[2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-3-phenyl-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one, mp 76°-91° C.

Workup

temperatureThe reaction mixture was heated for 18 hours at a temperature
customranging between 85° and 90° C.
customThe solid formed
customwas purified on silica gel column

Sources & evidence

ORD record: ord-575b8d79813c464a8aa970c43d72c6d3
Source dataset: uspto-grants-1998_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05798361

Reaction notes

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