Hydrochloric Acid → 4-(4-Methoxyphenyl)-2-methylaminomethyl-5-(3-pyridyl)-1,3-thiazole

HRID 65037노트

반응식

HRID 65037 반응식
C[N:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)=[C:5]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[S:4][CH:3]1[CH2:21][NH:22][C:23](=O)C1C=CC=CC=1.Cl.[OH-].[Na+]>>[CH3:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([C:6]2[N:2]=[C:3]([CH2:21][NH:22][CH3:23])[S:4][C:5]=2[C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:12][CH:11]=1

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86741000N-methyl(benzoylaminomethyl)-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole

생성물 1

HCID 202350354-(4-Methoxyphenyl)-2-methylaminomethyl-5-(3-pyridyl)-1,3-thiazole수율 91%

반응 조건

온도
80 °C

실험 절차

To 2-(N-methyl(benzoylaminomethyl)-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole obtained by Example 13 was added 20 ml of 5N-HCl, and the mixture was stirred for 2 hours at 80° C. The reaction solution was left standing for cooling, which was then made alkaline with 2N-NaOH. The alkaline solution was subjected to extraction with ethyl acetate. The extract solution was washed with water, dried and concentrated under reduced pressure, followed by purification by means of a silica-gel column chromatography [eluent: chloroform-methanol (9:1)] to give 2.1 g (yield 91%) of 4-(4-methoxyphenyl)-2-methylaminomethyl-5-(3-pyridyl)-1,3-thiazole. Compounds prepared after the manner described in the above Examples 1-9 are exemplified in Table 1. Melting points are all uncorrected.

후처리

  1. waitThe reaction solution was left
  2. temperaturefor cooling
  3. extractionThe alkaline solution was subjected to extraction with ethyl acetate
  4. washThe extract solution was washed with water
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customfollowed by purification by means of a silica-gel column chromatography [eluent: chloroform-methanol (9:1)]

출처 및 근거

ORD 기록
ord-cf787175057c4cc0baf5e1951641b066
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04612321

반응 노트

불러오는 중…