1-(3-Fluorophenyl)piperazine → 1-(Biphenyl-3-ylmethyl)-4-(3-fluorophenyl)piperazine

HRID 334295

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[C:14]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:19]=[CH:18][CH:17]=[C:16]([CH:20]=O)[CH:15]=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:14]1([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:11]2[CH2:12][CH2:13][N:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)[CH2:9][CH2:10]2)[CH:15]=1

Participants

Reactant 4

HCID 774181-(3-Fluorophenyl)piperazine

HCID 1210533-Phenylbenzaldehyde

HCID 5049666Sodium triacetoxyborohydride

HCID 716025231-(Biphenyl-2-ylmethyl)-4-phenylpiperazine

Product 1

HCID 716783471-(Biphenyl-3-ylmethyl)-4-(3-fluorophenyl)piperazine

Procedure

113.2 mg of the target compound (0.33 mmol, 59.4%) was obtained using 1-(3-fluorophenyl)piperazine (198 mg, 1.10 mmol), biphenyl-3-carbaldehyde (100 mg, 0.55 mmol) and NaBH(OAc)3 (355 mg, 1.65 mmol) according to the synthesis method of Compound 1.

Sources & evidence

ORD record: ord-bab3e528829c4687b63bcbdff8c4b4b8
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883796B2

Linked notes

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