Trifluoroacetic acid → HCID 67520244, compound

HRID 1925370Notes

Reaction equation

HRID 1925370 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[C:23]([C:27]([O:29][CH3:30])=[O:28])=[CH:22][CH:21]=[CH:20]2.C(O)(C(F)(F)F)=O.[OH-].[Na+]>O.C(O)(C)C>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][N:3]=[C:2]2[NH:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[C:23]([C:27]([O:29][CH3:30])=[O:28])=[CH:22][CH:21]=[CH:20]2

Participants

7

Reactant 4

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 24823732Methyl 6-aminonaphthalene-1-carboxylate

Product 1

HCID 67520244HCID 67520244, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
90 °C

Procedure

The following reagents were combined in a flask and placed in a RT oil bath that was then heated to 90° C.: 4-Chloro-6,7-dimethoxyquinazoline (954 mg, 4.24 mmol), methyl 6-amino-1-naphthoate (857 mg, 4.24 mmol), TFA (098 mL, 12.7 mmol), and isopropanol (12 mL). The reaction was done before the bath reached the desired temperature. The mixture was diluted with water and made pH basic with 6N NaOH. The solid was filtered and rinsed with water and Et2O. The title compound was obtained as a pink solid.

Workup

  1. customThe following reagents were combined in a flask
  2. customplaced in a RT
  3. filtrationThe solid was filtered
  4. washrinsed with water and Et2O

Sources & evidence

ORD record
ord-edb471c15f0748b295fbd310e88be657
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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