Benzhydrylpiperazine → HCID 10227913, compound

HRID 1838274Notes

Reaction equation

HRID 1838274 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH2:14][CH:13]([CH2:15][CH2:16][CH:17]=O)[O:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[C:19]1([CH:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[CH:25]([N:26]1[CH2:31][CH2:30][N:29]([CH2:17][CH2:16][CH2:15][CH:13]2[O:12][N:11]=[C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=3)[CH2:14]2)[CH2:28][CH2:27]1)([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 70048BenzhydrylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 18753383HCID 18753383, compound

Product 1

HCID 10227913HCID 10227913, compoundYield 53.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[3-(3-nitrophenyl)-4,5-Dihydroisoxazol-5-yl]propanal (21.9 mg, 0.088 mmol), 1-(diphenylmethyl)piperazine (20.3 mg, 0.080 mmol), molecular sieves (5 beads), and NaBH(OAc)3 (51.1 mg, 0.241 mmol) were reacted in 3 mL of methylene chloride for about 12 hr. With the following processes the same as in Example 1, 20.7 mg (48.4%) of the target compound was obtained.

Sources & evidence

ORD record
ord-d38e7a4d5c15406eb683d3d2b70a966b
Source dataset
uspto-grants-2004_01
Patent number
US06673800B2

Reaction notes

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