Hydrochloric Acid → (E)-3-(6-Acetamidopyridin-3-YL)acrylic acid

HRID 365586ノート

反応式

HRID 365586 の反応式
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8](Br)=[CH:7][N:6]=1)(=[O:3])[CH3:2].C(N(CCCC)CCCC)CCC.[C:25]([OH:29])(=[O:28])[CH:26]=[CH2:27].Cl>C1(C)C(C)=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>[C:1]([NH:4][C:5]1[N:6]=[CH:7][C:8](/[CH:27]=[CH:26]/[C:25]([OH:29])=[O:28])=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

参加物

9

反応物 4

HCID 313Hydrochloric AcidHCID 6581Acrylic AcidHCID 7622TributylamineHCID 2930972-Acetamido-5-bromopyridine

生成物 1

HCID 10703461(E)-3-(6-Acetamidopyridin-3-YL)acrylic acid収率 75.2%

試薬・触媒・溶媒 4

HCID 11776Triphenylphosphine触媒HCID 167845palladium(II) acetate触媒HCID 962Water溶媒HCID 7237O-Xylene溶媒

実験手順

To a mixture of 2-acetamido-5-bromopyridine (240 mg), tri-n-butylamine (456 mg), palladium(II) acetate (0.13 mg) and triphenylphosphine (1.5 mg) in xylene (0.48 ml) was dropwise added acrylic acid (97 mg) at 150° C., and the mixture was stirred for 7 hours at the same temperature. After cooling the mixture, water was added thereto, and the mixture was adjusted to pH4 with hydrochloric acid. The precipitate was collected by filtration, washed with xylene and water, and dried to give (E)-3-(6-acetamidopyridin-3-yl)acrylic acid (173 mg) as yellow crystals.

後処理

  1. customat 150° C.
  2. additionwas added
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with xylene and water
  5. customdried

出典と根拠

ORDレコード
ord-6c49bb09f0434218a708cc369e424a1f
出典データセット
uspto-grants-2000_10
特許番号
US06127389

反応ノート

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