3-Phenylbenzaldehyde → HCID 71678680, compound

HRID 334303

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:17]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]=O)[CH:18]=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:17]1([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][N:14]2[CH2:13][CH2:12][N:11]([C:5]3[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)[CH2:16][CH2:15]2)[CH:18]=1

Participants

Reactant 4

HCID 1210533-Phenylbenzaldehyde

HCID 27362071-(3,4-Dimethoxyphenyl)piperazine

HCID 5049666Sodium triacetoxyborohydride

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

Product 1

HCID 71678680HCID 71678680, compound

Procedure

166.8 mg of the target compound (0.43 mmol, 78.0%) was obtained using 1-(3,4-dimethoxyphenyl)piperazine (244.5 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-3d7348e785894027acab539b691831e1
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883796B2

Linked notes

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