o-(1-Piperazinyl)phenol → HCID 66576865, compound

HRID 2276444Notes

Reaction equation

HRID 2276444 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:12]([C:13]([OH:15])=O)=[C:11]([CH3:16])[O:10][N:9]=2)[CH:5]=[CH:6][CH:7]=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:3]=[C:4]([C:8]2[C:12]([C:13]([N:42]3[CH2:41][CH2:40][N:39]([C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][C:46]=4[OH:51])[CH2:44][CH2:43]3)=[O:15])=[C:11]([CH3:16])[O:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 4

HCID 70530o-(1-Piperazinyl)phenolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 234478823-(3-Fluorophenyl)-5-methyl-1,2-oxazole-4-carboxylic acidHCID 178418300HCID 178418300, compound

Product 1

HCID 66576865HCID 66576865, compoundYield 66%

Procedure

In a similar manner as described in Example 1, by using dimethylformimide (15 mL), 3-(3-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 (462 mg, 1.21 mmol, 66%) was obtained.

Sources & evidence

ORD record
ord-fc557164cdbf47b6aec93d5f0adc572f
Source dataset
uspto-grants-2015_09
Patent number
US09132126B2

Reaction notes

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