1-(2-Methoxyphenyl)piperazine → HCID 10158570, compound

HRID 2086404Notes

Reaction equation

HRID 2086404 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([CH2:13][CH2:14][CH:15]=O)[O:10][N:9]=2)=[CH:4][CH:3]=1.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:12]=[C:11]([CH2:13][CH2:14][CH2:15][N:28]3[CH2:27][CH2:26][N:25]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[O:18][CH3:17])[CH2:30][CH2:29]3)[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 13461-(2-Methoxyphenyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727338HCID 22727338, compound

Product 1

HCID 10158570HCID 10158570, compoundYield 101.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(4-chlorophenyl)isoxazol-5-yl]propanal (10 mg, 0.04 mmol) and 1-(2-methoxyphenyl)piperazine (16.2 mg, 0.08 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (26.7 mg, 0.13 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 16.5 hr and followed the same processes as in Example 1 to obtain 16.7 mg (96.5%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 16.5 hr

Sources & evidence

ORD record
ord-9770ccb509fe4846baaa1c92325337d8
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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