8-(4-Bromobutyl)-8-azaspiro(4.5)decane-7,9-dione → 8-[4-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione hemihydrate

HRID 648197Notes

Reaction equation

HRID 648197 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:15](=[O:16])[CH2:14][C:9]2([CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:8][C:7]1=[O:17].[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>>[OH2:16].[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][CH2:5][N:6]3[C:15](=[O:16])[CH2:14][C:9]4([CH2:13][CH2:12][CH2:11][CH2:10]4)[CH2:8][C:7]3=[O:17])[CH2:22][CH2:23]2)=[N:25]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][CH2:5][N:6]3[C:15](=[O:16])[CH2:14][C:9]4([CH2:13][CH2:12][CH2:11][CH2:10]4)[CH2:8][C:7]3=[O:17])[CH2:22][CH2:23]2)=[N:25]1

Participants

3

Reactant 2

HCID 112088518-(4-Bromobutyl)-8-azaspiro(4.5)decane-7,9-dioneHCID 132324753-(Piperazin-1-yl)-1,2-benzoxazole

Product 1

HCID 705081878-[4-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione hemihydrateYield 40%

Procedure

Reaction of 8-(4-bromobutyl)-8-azaspiro[4.5]decane-7,9-dione and 3-(1-piperazinyl)-1,2-benzisoxazole according to the procedure of Example 3 and crystallization of the free base from isopropanol affords a 40% yield of 8-[4-[4-(1,2-benzisoxazol-3-yl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione hemihydrate, m.p. 96°-98° C.

Workup

  1. customto the procedure of Example 3 and crystallization of the free base from isopropanol

Sources & evidence

ORD record
ord-f8588dc3b2c5479da545fea02db9f01a
Source dataset
uspto-grants-1983_10
Patent number
US04411901

Reaction notes

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