Acetic Anhydride → HCID 15295450, compound

HRID 1735145Notes

Reaction equation

HRID 1735145 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

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

  1. filtrationThe reaction mixture was filtered
  2. 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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