1-(2-Methoxyphenyl)piperazine → HCID 10271368, compound

HRID 2086419Notes

Reaction equation

HRID 2086419 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[CH:10]=[C:9]([CH2:11][CH2:12][CH:13]=O)[O:8][N:7]=1.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[CH3:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:23]1[CH2:28][CH2:27][N:26]([CH2:13][CH2:12][CH2:11][C:9]2[O:8][N:7]=[C:6]([C:2]3[S:1][CH:5]=[CH:4][N:3]=3)[CH:10]=2)[CH2:25][CH2:24]1

Participants

5

Reactant 3

HCID 13461-(2-Methoxyphenyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727357HCID 22727357, compound

Product 1

HCID 10271368HCID 10271368, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-(3-(1,3-thiazol-2yl)isoxazol-5-yl)propanal (10 mg, 0.05 mmol)and 1-(2-methoxyphenyl)piperazine (9.2 mg, 0.05 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (31 mg, 0.14 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 15.5 hr and followed the same processes as in Example 1 to obtain 17.7 mg (95.9%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 15.5 hr

Sources & evidence

ORD record
ord-d5e817ae5d2647f3a33cccd3f4298d2c
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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