Dichloromethane → HCID 10115728, compound

HRID 2086406Notes

Reaction equation

HRID 2086406 reaction equation
[C:1]1([C:7]2[CH:11]=[C:10]([CH2:12][CH2:13][CH:14]=O)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:16][C:17]([F:32])([F:31])[C:18]1[CH:30]=[CH:29][CH:28]=[CH:27][C:19]=1[CH2:20][N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C(Cl)[Cl:48]>>[Cl:48][C:4]1[CH:5]=[CH:6][C:1]([C:7]2[CH:11]=[C:10]([CH2:12][CH2:13][CH2:14][N:24]3[CH2:23][CH2:22][N:21]([CH2:20][C:19]4[CH:27]=[CH:28][CH:29]=[CH:30][C:18]=4[C:17]([F:16])([F:31])[F:32])[CH2:26][CH2:25]3)[O:9][N:8]=2)=[CH:2][CH:3]=1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 30233221-((2-(Trifluoromethyl)phenyl)methyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 14816484HCID 14816484, compound

Product 1

HCID 10115728HCID 10115728, compoundYield 94.4%

Procedure

About 2 min after dissolving 3-(3-phenylisoxazol-5-yl)propanal (10 mg, 0.05 mmol) and 1-[2-(trifluoromethyl)benyl]piperazine (10.4, 0.04 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 18.5 hr and followed the same processes as in Example 1 to obtain 18.4 mg (94.4%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 18.5 hr

Sources & evidence

ORD record
ord-d5debcf492c34fa4b646e1189a00334b
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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