Trifluoroacetic anhydride → HCID 18381604, compound

HRID 2268909Notes

Reaction equation

HRID 2268909 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:24])[C:7]=1[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[C:12]([C:21]([NH2:23])=O)=[N:11][N:10]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:24])[C:7]=1[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[C:12]([C:21]#[N:23])=[N:11][N:10]=1

Participants

4

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 53709462HCID 53709462, compound

Product 1

HCID 18381604HCID 18381604, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 4-(3,5-dichloro-pyridin-4-ylmethyl)-7-methoxy-phthalazine-1-carboxylic acid amide (1.06 g, 2.92 mmoles), prepared as described in example 109, in pyridine (80 ml) and trifluoroacetic anhydride (1.65 ml, 11.67 mmoles), under dry N2 at room temperature, was stirred for 3 hours, then dried, taken up in CH2Cl2, washed with citric acid, 5% NaOH and water. The organic phase was anhydrified and dried to give a solid which was flash chromatographed (eluent: CH2Cl2/CH3OH 99:1) to give 0.33 g of the title compound (yield: 33%).

Workup

  1. customdried
  2. washwashed with citric acid, 5% NaOH and water
  3. customdried
  4. customto give a solid which
  5. customchromatographed (eluent: CH2Cl2/CH3OH 99:1)

Sources & evidence

ORD record
ord-350f5c7d47dc43418bdc727722f53005
Source dataset
uspto-grants-2001_12
Patent number
US06329370B1

Reaction notes

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