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

HRID 365586

반응식

HRID 365586 반응식
[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]

참가 물질

9

반응물 4

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

생성물 1

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

시약·촉매·용매 4

HCID 11776Triphenylphosphine촉매HCID 167845palladium(II) acetate촉매HCID 962Water용매HCID 7237O-Xylene용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-6c49bb09f0434218a708cc369e424a1f
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06127389

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