3-(Piperazin-1-yl)-1,2-benzoxazole → 4-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]-1-(4-fluorophenyl)-1-butanone hydrochloride

HRID 648202Notes

Reaction equation

HRID 648202 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]1([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[O:10]CCCO1.[N:18]1([C:24]2[C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[O:26][N:25]=2)[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>>[ClH:1].[O:26]1[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[C:24]([N:18]2[CH2:19][CH2:20][N:21]([CH2:2][CH2:3][CH2:4][C:5]([C:11]3[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=3)=[O:10])[CH2:22][CH2:23]2)=[N:25]1

Participants

3

Reactant 2

HCID 132324753-(Piperazin-1-yl)-1,2-benzoxazoleHCID 204569532-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxane

Product 1

HCID 132324894-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]-1-(4-fluorophenyl)-1-butanone hydrochlorideYield 25%

Procedure

Reaction of 2-(3-chloropropyl)-2-(4-fluorophenyl)-1,3-dioxane with 3-(1-piperazinyl)-1,2-benzisoxazole according to the procedure of Example 12 and conversion of the free base to the hydrochloride salt affords a 25% yield of 4-[4-(1,2-benzisoxazol-3-yl)-1-piperazinyl]-1-(4-fluorophenyl)-1-butanone hydrochloride, m.p. 260°-262°, from methanol (25% yield).

Sources & evidence

ORD record
ord-4ec656827a5e4e1890dc73be1b39deb4
Source dataset
uspto-grants-1983_10
Patent number
US04411901

Reaction notes

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