Allylamine → 2-(3-allyl-ureido)-6,7-dihydro-4H-thiazolo(5,4-c)pyridine-5-carboxylic acid tert-butyl ester

HRID 400428노트

반응식

HRID 400428 반응식
[CH2:1]([NH2:4])[CH:2]=[CH2:3].[C:5]([O:9][C:10]([N:12]1[CH2:17][CH2:16][C:15]2[N:18]=[C:19]([NH:21][C:22]([O:24]C3C=CC=CC=3)=O)[S:20][C:14]=2[CH2:13]1)=[O:11])([CH3:8])([CH3:7])[CH3:6]>CN(C=O)C.O>[C:5]([O:9][C:10]([N:12]1[CH2:17][CH2:16][C:15]2[N:18]=[C:19]([NH:21][C:22]([NH:4][CH2:1][CH:2]=[CH2:3])=[O:24])[S:20][C:14]=2[CH2:13]1)=[O:11])([CH3:6])([CH3:7])[CH3:8]

참가 물질

5

반응물 2

HCID 7853AllylamineHCID 866860322-Phenoxycarbonylamino-6,7-dihydro-4H-thiazolo(5,4-c)pyridine-5-carboxylic acid tert-butyl ester

생성물 1

HCID 866860332-(3-allyl-ureido)-6,7-dihydro-4H-thiazolo(5,4-c)pyridine-5-carboxylic acid tert-butyl ester수율 99.3%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

45 mg allylamin was added to 200 mg 2-phenoxycarbonylamino-6,7-dihydro-4H-thiazolo (5,4-c) pyridine-5-carboxylic acid tert-butyl ester in 25 mL DMF. The reaction was stirred for 12 h at RT, diluted with water and extracted with ethyl acetate. The organic layer was washed with brine solution and concentrated. The residue was purified by column chromatographie (silica gel, eluent: 40% ethylacetate in hexane) to give 179 mg of desired product. (M+H)+: 339

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine solution
  3. concentrationconcentrated
  4. customThe residue was purified by column chromatographie (silica gel, eluent: 40% ethylacetate in hexane)

출처 및 근거

ORD 기록
ord-accd5698b32e4e9fbcdad951146c32f6
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741892B2

반응 노트

불러오는 중…