Acetic Anhydride → HCID 23627787, compound

HRID 2353259Notes

Reaction equation

Cl.[O:2]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][CH:18]([NH2:21])[CH2:17][CH2:16]2)=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>>[O:2]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][CH:18]([NH:21][C:22](=[O:24])[CH3:23])[CH2:17][CH2:16]2)=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 68426595HCID 68426595, compound

Product 1

HCID 23627787HCID 23627787, compoundYield 80%

Procedure

The title compound (75 mg, 80%) was prepared from the compound from Example 12, step 2 (100 mg, 0.3 mmol) and acetic anhydride by the procedure described in Example 24 Example 14: MS (ESI) m/z 311 (M+H); 1H NMR (400 MHz, CDCl3) δ 1.58 (m, 2H), 2.08 (m, 2H), 2.84 (dd, J=2.8, 12 Hz, 2H), 3.54 (dd, J=2.8, 12.8 Hz, 2H), 3.93 (m, 1H), 5.35 (d, J=7.2 Hz, 1H), 6.91-6.97 (m, 6H), 7.03 (m, 1H), 7.27-7.31 (m, 2H).

Sources & evidence

ORD record: ord-d7d5a142b44742cead6b728959d88f53
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07750012B2

Reaction notes

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