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Borane;tetrahydrofuran → 1-[2-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-isobutyl-1h-imidazol-4-yl}-phenoxy)-ethyl]-4-pyridin-4-yl-piperazine

HRID 2237068
Notes
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Reaction equation

HRID 2237068 reaction equation
[Cl:1][C:2]1[CH:45]=[CH:44][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH:17]=[C:16]([C:18]4[CH:39]=[CH:38][C:21]([O:22][CH2:23][C:24]([N:26]5[CH2:31][CH2:30][N:29]([C:32]6[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=6)[CH2:28][CH2:27]5)=O)=[CH:20][CH:19]=4)[N:15]=[C:14]3[CH2:40][CH:41]([CH3:43])[CH3:42])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.B.C1COCC1>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH:17]=[C:16]([C:18]4[CH:39]=[CH:38][C:21]([O:22][CH2:23][CH2:24][N:26]5[CH2:27][CH2:28][N:29]([C:32]6[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=6)[CH2:30][CH2:31]5)=[CH:20][CH:19]=4)[N:15]=[C:14]3[CH2:40][CH:41]([CH3:42])[CH3:43])=[CH:9][CH:8]=2)=[CH:44][CH:45]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 2723981Borane;tetrahydrofuranHCID 593011132-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-isobutyl-1h-imidazol-4-yl}-phenoxy)-1-(4-pyridin-4-yl-piperazin-1-yl)-ethanone

Product 1

HCID 596992981-[2-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-isobutyl-1h-imidazol-4-yl}-phenoxy)-ethyl]-4-pyridin-4-yl-piperazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product of Example 522 was taken in 4 ml of THF to which was added 5 eq. of BH3-THF solution and the reaction was heated to reflux until the reaction was complete. The crude product was purified by silica gel chromatography to afford Example 527.

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux until the reaction
  3. customThe crude product was purified by silica gel chromatography
  4. customto afford Example 527

Sources & evidence

ORD record
ord-0cce33820172475cbfbabc6e17186129
Source dataset
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07714013B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes