1-(2-Methoxyphenyl)piperazine → HCID 71602687, compound

HRID 334285Notes

Reaction equation

HRID 334285 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.[F:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[C:23]([CH:28]=O)=[CH:24][CH:25]=[CH:26][CH:27]=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>>[F:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH2:28][N:12]1[CH2:13][CH2:14][N:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[CH2:10][CH2:11]1

Participants

5

Reactant 4

HCID 13461-(2-Methoxyphenyl)piperazineHCID 13929682-(2-fluorophenyl)benzaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 716025231-(Biphenyl-2-ylmethyl)-4-phenylpiperazine

Product 1

HCID 71602687HCID 71602687, compound

Procedure

379 mg of the target compound (1.01 mmol, 32.5%) was obtained using 1-(2-methoxyphenyl)piperazine (1.2 g, 6.20 mmol), 2′-fluorobiphenyl-2-carbaldehyde (620 mg, 3.10 mmol) and NaBH(OAc)3 (2.0 g, 9.30 mmol) according to the synthesis method of Compound 1.

Sources & evidence

ORD record
ord-1f00059d277640eea9675ee8d95cbd2d
Source dataset
uspto-grants-2014_11
Patent number
US08883796B2

Reaction notes

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