o-(1-Piperazinyl)phenol → HCID 66575828, compound

HRID 2276452Notes

Reaction equation

HRID 2276452 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]([C:13]([OH:15])=O)=[C:11]([CH3:16])[O:10][N:9]=1.Cl.C(N=C=NCCCN(C)C)C.OC1C2N=NNC=2C=CC=1.[N:39]1([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][C:46]=2[OH:51])[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]([C:13]([N:42]2[CH2:41][CH2:40][N:39]([C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][C:46]=3[OH:51])[CH2:44][CH2:43]2)=[O:15])=[C:11]([CH3:16])[O:10][N:9]=1

Participants

5

Reactant 4

HCID 70530o-(1-Piperazinyl)phenolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 64841013-(2-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acidHCID 178418300HCID 178418300, compound

Product 1

HCID 66575828HCID 66575828, compoundYield 62%

Procedure

In a similar manner as described in Example 1, by using dimethylformimide (15 mL), 3-(2-fluorophenyl)-5-methylisoxazol-4-carboxylic acid (407 mg, 1.84 mmol), 1-ethyl-3-(dimethylaminopropyl)carbodiimide hydrochloride (388 mg, 2.02 mmol), hydroxybenzotriazole (299 mg, 2.21 mmol) and 2-(piperazine-1-yl)phenol (424 mg, 1.84 mmol), a white solid required compound (433 mg, 1.13 mmol, 62%) was obtained.

Sources & evidence

ORD record
ord-f14d52cfdb9c4810b0a3eb20cf570a39
Source dataset
uspto-grants-2015_09
Patent number
US09132126B2

Reaction notes

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