1-(2-Methoxyphenyl)piperazine → HCID 71602740, compound

HRID 334291Notes

Reaction equation

HRID 334291 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[C:24]([CH:29]=O)=[CH:25][CH:26]=[CH:27][CH:28]=2)=[CH:19][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>>[CH3:15][O:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[CH2:29][N:12]2[CH2:13][CH2:14][N:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])[CH2:10][CH2:11]2)=[CH:21][CH:22]=1

Participants

5

Reactant 4

HCID 13461-(2-Methoxyphenyl)piperazineHCID 13932202-(4-methoxyphenyl)benzaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 716025231-(Biphenyl-2-ylmethyl)-4-phenylpiperazine

Product 1

HCID 71602740HCID 71602740, compound

Procedure

149 mg of the target compound (0.38 mmol, 81.6%) was obtained using 1-(2-methoxyphenyl)piperazine (181 mg, 0.94 mmol), 4′-methoxybiphenyl-2-carbaldehyde (100 mg, 0.47 mmol) and NaBH(OAc)3 (303 mg, 1.41 mmol) according to the synthesis method of Compound 1.

Sources & evidence

ORD record
ord-e5cb19f29311406198dc5f7054fd8ba4
Source dataset
uspto-grants-2014_11
Patent number
US08883796B2

Reaction notes

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