Diisopropylethylamine → 2-(2-(6-(2,4-dimethoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl)guanidine

HRID 77542

반응식

HRID 77542 반응식
C(N(C(C)C)CC)(C)C.Cl.[NH2:11][CH2:12][CH2:13][N:14]1[C:19]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][C:21]=2[O:28][CH3:29])=[CH:18][C:17](=[O:30])[NH:16][C:15]1=[S:31].Cl.[N:33]1([C:38](N)=[NH:39])C=CC=N1>CN(C=O)C.CCO>[CH3:29][O:28][C:21]1[CH:22]=[C:23]([O:26][CH3:27])[CH:24]=[CH:25][C:20]=1[C:19]1[N:14]([CH2:13][CH2:12][N:11]=[C:38]([NH2:39])[NH2:33])[C:15](=[S:31])[NH:16][C:17](=[O:30])[CH:18]=1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 2734672Pyrazole-1-carboxamidine monohydrochlorideHCID 866846801-(2-aminoethyl)-6-(2,4-dimethoxyphenyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one hydrochloride2회

생성물 1

HCID 866846822-(2-(6-(2,4-dimethoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl)guanidine

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6228Dimethylformamide용매

반응 조건

온도
55 °C

실험 절차

Diisopropylethylamine (0.22 mL, 1.3 mmol) was added to a suspension of 1-(2-aminoethyl)-6-(2,4-dimethoxyphenyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one hydrochloride (181.6 mg, 0.528 mmol) (the product of Example 6) and 1H-pyrazole-1-carboxamidine hydrochloride (90.6 mg, 0.618 mmol) in DMF (0.55 mL). After heating for 1 h at 55° C., the reaction mixture was cooled to ambient temperature, diluted with EtOH (1.6 mL), and the solid product collected by vacuum filtration, rinsing with additional EtOH. The isolated solid was re-suspended in EtOH (2.1 mL) for 3 h at r.t. before being collected again by vacuum filtration and rinsing with additional EtOH. The desired product was obtained, after drying, as a colorless solid. Solubility data for this product is consistent with it being in its zwitterionic form.

후처리

  1. temperaturethe reaction mixture was cooled to ambient temperature
  2. filtrationthe solid product collected by vacuum filtration
  3. washrinsing with additional EtOH
  4. filtrationbefore being collected again by vacuum filtration
  5. washrinsing with additional EtOH

출처 및 근거

ORD 기록
ord-c431bce398914ea1877c0b876440c5ad
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841314B2

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