o-(1-Piperazinyl)phenol → HCID 66575994, compound

HRID 2276459Notes

Reaction equation

HRID 2276459 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[C:3]=1[C:17]([OH:19])=O.Cl.C(N=C=NCCCN(C)C)C.OC1C2N=NNC=2C=CC=1.[N:42]1([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=2[OH:54])[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]1>>[OH:54][C:49]1[CH:50]=[CH:51][CH:52]=[CH:53][C:48]=1[N:42]1[CH2:47][CH2:46][N:45]([C:17]([C:3]2[C:4]([C:7]3[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:14])([F:15])[F:16])[CH:8]=3)=[N:5][O:6][C:2]=2[CH3:1])=[O:19])[CH2:44][CH2:43]1

Participants

5

Reactant 4

HCID 70530o-(1-Piperazinyl)phenolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 64157397HCID 64157397, compoundHCID 178418300HCID 178418300, compound

Product 1

HCID 66575994HCID 66575994, compoundYield 59%

Procedure

In a similar manner as described in Example 1, by using dimethylformimide (15 mL), 5-methyl-3-(3-(trifluoromethyl)phenyl)isoxazol-4-carboxylic acid (500 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 (328 mg, 1.84 mmol), a white solid required compound (466 mg, 1.08 mmol, 59%) was obtained.

Sources & evidence

ORD record
ord-0028f80f1aa04a0494d4ad33959a92cd
Source dataset
uspto-grants-2015_09
Patent number
US09132126B2

Reaction notes

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