1-(3-Chlorophenyl)piperazine monohydrochloride → 1-(Biphenyl-2-ylmethyl)-4-(3-chlorophenyl)piperazine

HRID 334266

Reaction equation

HRID 334266 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)[C:16]([CH:21]=O)=[CH:17][CH:18]=[CH:19][CH:20]=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]=[CH:17][C:16]=1[CH2:21][N:12]1[CH2:13][CH2:14][N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([Cl:2])[CH:4]=2)[CH2:10][CH2:11]1

Participants

5

Reactant 4

HCID 256811-(3-Chlorophenyl)piperazine monohydrochlorideHCID 121052(1,1'-Biphenyl)-2-carboxaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 716025231-(Biphenyl-2-ylmethyl)-4-phenylpiperazine

Product 1

HCID 716781701-(Biphenyl-2-ylmethyl)-4-(3-chlorophenyl)piperazine

Procedure

31.7 mg of the target compound (0.09 mmol, 10.6%) was obtained using 1-(3-chlorophenyl)piperazine hydrochloride (382 mg, 1.64 mmol), biphenyl-2-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-c036c532d83c4d19a9cc398677caad42
Source dataset
uspto-grants-2014_11
Patent number
US08883796B2

Linked notes

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