Acetic Anhydride → HCID 15295450, compound
Reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]([C:14]2[C:17](=[O:18])[C:16](=[O:19])[C:15]=2[NH:20][CH:21]([CH3:26])[C:22]([CH3:25])([CH3:24])[CH3:23])[C:10](=[O:13])[CH2:11]C)=[CH:5][CH:4]=1)#[N:2].C(OC(=O)C)(=O)C>N1C=CC=CC=1>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([N:9]([C:14]2[C:17](=[O:18])[C:16](=[O:19])[C:15]=2[NH:20][CH:21]([CH3:26])[C:22]([CH3:25])([CH3:24])[CH3:23])[C:10](=[O:13])[CH3:11])=[CH:7][CH:8]=1)#[N:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The intermediate of Example 1, second paragraph (1.0 g, 3.36 mmol), acetic anhydride (0.95 mL, 10.0 mmol), and pyridine (10 mL) were mixed and allowed to stand at room temperature for 24 hours. The reaction mixture was filtered, and the solid was washed with ethyl acetate yielding 0.84 g (76%) of a yellow solid: mp 284°-286° C. (dec); 1H NMR (CDCl3): δ 7.82 (d, 2H), 7.47 (d, 2H), 7.38 (br d, 1H), 4.27 (dq, 1H), 2.02 (s, 3H), 1.25 (d, 3H), 0.99 (s, 9H). IR (KBr): 3358, 2978, 2236, 1804, 1739, 1685, 1614 cm-1 ; MS (m/z) 339 (M+).
Workup
- filtrationThe reaction mixture was filtered
- washthe solid was washed with ethyl acetate yielding 0.84 g (76%) of a yellow solid
Sources & evidence
- ORD record
- ord-bfa90d94d29e40b8ac14f4a44f22577d
- Source dataset
- uspto-grants-1996_07
- Patent number
- US05536731
Reaction notes
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