2-Mepp → HCID 10270095, compound

HRID 1838288Notes

Reaction equation

HRID 1838288 reaction equation
[C:1]1([C:7]2[CH2:11][CH:10]([CH2:12][CH2:13][CH:14]=O)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:16]1([CH3:28])[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[C:1]1([C:7]2[CH2:11][CH:10]([CH2:12][CH2:13][CH2:14][N:25]3[CH2:26][CH2:27][N:22]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=4[CH3:28])[CH2:23][CH2:24]3)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 919652-MeppHCID 5049666Sodium triacetoxyborohydrideHCID 18753389HCID 18753389, compound

Product 1

HCID 10270095HCID 10270095, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-(3-Phenyl-4,5-dihydroisoxazol-5-yl)propanal (27.3 mg, 0.124 mmol), 1-(o-tolyl) piperazine (20.0 mg, 0.113 mmol), molecular sieve (5 beads) and NaBH(OAc)3 (72.1 mg, 0.340 mmol) were reacted in 3 mL of methylene chloride for about 12 hr. With the following processes the same as in Example 1, 30.1 mg (73.1%) of the target compound was obtained.

Sources & evidence

ORD record
ord-3ce67c74653f428ebdef78fefa2cd75a
Source dataset
uspto-grants-2004_01
Patent number
US06673800B2

Reaction notes

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