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

HRID 628000Notes

Reaction equation

HRID 628000 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-e593035883d941db8f83f43e2fdb802a
Source dataset
uspto-grants-2016_04
Patent number
US09309265B2

Reaction notes

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