4-Fluorobenzene-1,2-diamine → HCID 25004451, compound

HRID 1927446Notes

Reaction equation

HRID 1927446 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:15]=[CH:16]/[C:17](O)=O)[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1.[F:20][C:21]1[CH:22]=[C:23]([NH2:28])[C:24]([NH2:27])=[CH:25][CH:26]=1>C(O)CO>[F:20][C:21]1[CH:26]=[CH:25][C:24]2[N:27]=[C:17](/[CH:16]=[CH:15]/[C:5]3[CH:6]=[CH:7][C:8]([N:9]4[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]4)=[C:3]([O:2][CH3:1])[CH:4]=3)[NH:28][C:23]=2[CH:22]=1

Participants

4

Reactant 2

HCID 1645844-Fluorobenzene-1,2-diamineHCID 59528030(E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acid

Product 1

HCID 25004451HCID 25004451, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Conditions

Temperature
100 °C

Procedure

(E)-3-[3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-acrylic acid (100 mg, 0.39 mmol) and 4-fluorobenzene-1,2-diamine (49 mg, 0.39 mmol) were placed in a 4-mL vial. Ethylene glycol (1 ml) was added and the reaction mixture heated to 100° C. for 16 h and then to 165° C. overnight.

Workup

  1. customto 165° C.
  2. customovernight

Sources & evidence

ORD record
ord-5d76f4a4bb8d4bedae0fb1ca74bd3372
Source dataset
uspto-grants-2012_05
Patent number
US08183276B2

Reaction notes

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