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1-(3-Chlorophenyl)piperazine monohydrochloride → 1-(Biphenyl-3-ylmethyl)-4-(3-chlorophenyl)piperazine

HRID 334298
Notes
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Reaction equation

HRID 334298 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[C:15]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:20]=[CH:19][CH:18]=[C:17]([CH:21]=O)[CH:16]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C1(C2C=CC=CC=2)C=CC=CC=1CN1CCN(C2C=CC=CC=2)CC1>>[C:15]1([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][N:12]2[CH2:13][CH2:14][N:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([Cl:2])[CH:4]=3)[CH2:10][CH2:11]2)[CH:16]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 256811-(3-Chlorophenyl)piperazine monohydrochlorideHCID 1210533-PhenylbenzaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 716025231-(Biphenyl-2-ylmethyl)-4-phenylpiperazine

Product 1

HCID 716785091-(Biphenyl-3-ylmethyl)-4-(3-chlorophenyl)piperazine

Procedure

11 mg of the target compound (0.03 mmol, 3.7%) was obtained using 1-(3-chlorophenyl)piperazine hydrochloride (382 mg, 1.64 mmol), biphenyl-3-carbaldehyde (150 mg, 0.82 mmol) and NaBH(OAc)3 (529 mg, 2.46 mmol) according to the synthesis method of Compound 1.

Sources & evidence

ORD record
ord-fec608afcb9b40728fd45bf0a3eacb23
Source dataset
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08883796B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes