Acetic Anhydride → 5-(6,7-Dihydropyrido[3,2-b]thieno[2,3-d]oxepin-9-yl)-2-acetaminopyridine

HRID 84583Notes

Reaction equation

HRID 84583 reaction equation
[N:1]1[C:11]2[C:10]3[S:12][C:13]([C:15]4[CH:16]=[CH:17][C:18]([NH2:21])=[N:19][CH:20]=4)=[CH:14][C:9]=3[CH2:8][CH2:7][O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>>[N:1]1[C:11]2[C:10]3[S:12][C:13]([C:15]4[CH:16]=[CH:17][C:18]([NH:21][C:22]([CH3:23])=[O:24])=[N:19][CH:20]=4)=[CH:14][C:9]=3[CH2:8][CH2:7][O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 442423665-(6,7-Dihydropyrido[3,2-b]thieno[2,3-d]oxepin-9-yl)pyridin-2-amine

Product 1

HCID 579001085-(6,7-Dihydropyrido[3,2-b]thieno[2,3-d]oxepin-9-yl)-2-acetaminopyridineYield 60%

Procedure

5-(6,7-Dihydropyrido[3,2-b]thieno[2,3-d]oxepin-9-yl)pyridin-2-amine 142 (60 mg, 0.2 mmol) was heated in 1 ml of acetic anhydride at 85° C. for 60 min. The reaction mixture was then cooled to room temperature, the precipitate filtered out, washed with cold ethanol and dried in high vacuum to yield 308 (44 mg, 60%). MS: (ESI+) 338.1

Workup

  1. filtrationthe precipitate filtered out
  2. washwashed with cold ethanol
  3. customdried in high vacuum

Sources & evidence

ORD record
ord-c21c13dbe4064a6595bd0b3901864f82
Source dataset
uspto-grants-2014_09
Patent number
US08846762B2

Reaction notes

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