4-Cyano-5-methyl-4-(2-bromo-5-thienyl)hexanol → 1-[4-Cyano-5-methyl-4-(2-bromo-5-thienyl)hexyl]-4-[2-(3-cyanophenoxy)ethyl]piperazine
Reaction equation
[C:1]([C:3]([C:18]1[S:22][C:21]([Br:23])=[CH:20][CH:19]=1)([CH:15]([CH3:17])[CH3:16])[CH2:4][CH2:5][CH2:6]O[Si](C(C)(C)C)(C)C)#[N:2].C(C(C1SC(Br)=CC=1)(C(C)C)CCCO)#N.[C:40]([C:42]1[CH:43]=[C:44]([CH:54]=[CH:55][CH:56]=1)[O:45][CH2:46][CH2:47][N:48]1[CH2:53][CH2:52][NH:51][CH2:50][CH2:49]1)#[N:41].C(C(C1C=CSC=1)(C(C)C)CCCN1CCN(CCOC2C=CC=C(F)C=2)CC1)#N>>[C:1]([C:3]([C:18]1[S:22][C:21]([Br:23])=[CH:20][CH:19]=1)([CH:15]([CH3:16])[CH3:17])[CH2:4][CH2:5][CH2:6][N:51]1[CH2:50][CH2:49][N:48]([CH2:47][CH2:46][O:45][C:44]2[CH:54]=[CH:55][CH:56]=[C:42]([C:40]#[N:41])[CH:43]=2)[CH2:53][CH2:52]1)#[N:2]Participants
5
Reactant 4
Product 1
Procedure
By using [4-cyano-5-methyl-4-(2-bromo-5-thienyl)hexyloxy]-tert-butyldimethylsilane (700 mg) which was obtained in Example 114-5) described in JP-A 11-206862, 4-cyano-5-methyl-4-(2-bromo-5-thienyl)hexanol (371 mg, 80%) was synthesized as a yellow oil in accordance with Example 114-8) described in JP-A 11-206862. From 105 mg of the resulting compound and 96 mg of 2-(3-cyanophenoxy)ethylpiperazine, the title compound was synthesized as a colorless oil in accordance with the production method described in Example 84 (138 mg, 62%).
Workup
- customwas obtained in Example 114-5)
- customwas synthesized as a yellow oil in accordance with Example 114-8)
Sources & evidence
- ORD record
- ord-35f6c561fb04432faff3cb177622ccc0
- Source dataset
- uspto-grants-2005_06
- Patent number
- US06906072B1
Reaction notes
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