[4-(1H-pyrazol-1-yl)phenyl]acetic acid

Base Information

• Chemical Name: [4-(1H-pyrazol-1-yl)phenyl]acetic acid
• CAS No.: 65476-24-6
• Molecular Formula: C11H10 N2 O2
• Molecular Weight: 202.213
• Hs Code.: 2933199090
• European Community (EC) Number: 867-448-4
• DSSTox Substance ID: DTXSID00477435
• Mol file: 65476-24-6.mol

Synonyms:65476-24-6;[4-(1H-pyrazol-1-yl)phenyl]acetic acid;2-(4-(1H-pyrazol-1-yl)phenyl)acetic acid;2-(4-Pyrazol-1-ylphenyl)acetic acid;2-[4-(1H-pyrazol-1-yl)phenyl]acetic acid;[4-(1H-Pyrazol-1-yl)phenyl]acetic acid;SCHEMBL1177658;DTXSID00477435;LFSKFPXFMVLNGR-UHFFFAOYSA-N;4-(pyrazol-1-yl)phenylacetic acid;MFCD11100034;AKOS016005412;TS-02872;CS-0060689;EN300-40902;W18049;Z415627488

Chemical Property of [4-(1H-pyrazol-1-yl)phenyl]acetic acid

Chemical Property:

• PSA: 55.12000
• LogP: 1.49940
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 202.074227566
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

99%, ^*data from raw suppliers

2-(4-pyrazol-1-ylphenyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(N=C1)C2=CC=C(C=C2)CC(=O)O

Technology Process of [4-(1H-pyrazol-1-yl)phenyl]acetic acid

There total 6 articles about [4-(1H-pyrazol-1-yl)phenyl]acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

2-(4-(1H-pyrazol-1-yl)phenyl)acetonitrile (143426-55-5) → [4-(1H-pyrazol-1-yl)phenyl]acetic acid (65476-24-6)

Guidance literature:

With hydrogenchloride; for 48h; Heating;

DOI:10.1016/0223-5234(92)90005-L

Reference yield:

4-pyrazol-1-yl-benzoic acid ethyl ester (143426-47-5) → [4-(1H-pyrazol-1-yl)phenyl]acetic acid (65476-24-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / NaBH₄, CaCl₂ / tetrahydrofuran / Ambient temperature

2: 95 percent / SOCl₂ / 1.) RT, 30 min, 2.) reflux, 1.5 h

3: 68 percent / acetonitrile / 3 h / Ambient temperature

4: 93 percent / aq. HCl / 48 h / Heating

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; calcium chloride; In tetrahydrofuran; acetonitrile;

DOI:10.1016/0223-5234(92)90005-L

Reference yield:

4-fluorobenzoic acid ethyl ester (451-46-7) → [4-(1H-pyrazol-1-yl)phenyl]acetic acid (65476-24-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 74 percent / NaH / dimethylsulfoxide / 18 h / 100 °C

2: 89 percent / NaBH₄, CaCl₂ / tetrahydrofuran / Ambient temperature

3: 95 percent / SOCl₂ / 1.) RT, 30 min, 2.) reflux, 1.5 h

4: 68 percent / acetonitrile / 3 h / Ambient temperature

5: 93 percent / aq. HCl / 48 h / Heating

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; sodium hydride; calcium chloride; In tetrahydrofuran; dimethyl sulfoxide; acetonitrile;

DOI:10.1016/0223-5234(92)90005-L

upstream raw materials:

2-(4-(1H-pyrazol-1-yl)phenyl)acetonitrile

4-pyrazol-1-yl-benzoic acid ethyl ester

4-fluorobenzoic acid ethyl ester

1-(4-hydroxymethylphenyl)-1H-pyrazole

Downstream raw materials:

4-(pyrazol-1-yl)phenylacetic acid ethyl ester

(4-Pyrazol-1-yl-phenyl)-acetic acid hydrazide

N-methyl-N-(4-methyl-5-sulfamoylthiazol-2-yl)-2-(4-pyrazol-1-ylphenyl)acetamide