Isopropanol → HCID 67382070, 화합물

HRID 910199노트

반응식

HRID 910199 반응식
Cl[C:2]1[C:3]2[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:11][S:10][C:4]=2[N:5]=[C:6]([CH2:8][Cl:9])[N:7]=1.[NH2:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1.C(N(CC)CC)C.CC(O)C>O>[Cl:9][CH2:8][C:6]1[N:7]=[C:2]([NH:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[C:3]2[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:11][S:10][C:4]=2[N:5]=1

참가 물질

6

반응물 4

HCID 3776IsopropanolHCID 8471TriethylamineHCID 195092-PyridinemethanamineHCID 23726818HCID 23726818, 화합물

생성물 1

HCID 67382070HCID 67382070, 화합물수율 27.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A reaction mixture of 4-chloro-2-chloromethyl-5-phenylthieno[2,3-d]pyrimidine (0.50 g, 1.69 mmol), 2-aminomethylpyridine (0.17 ml, 1.69 mmol), triethylamine (0.26 ml, 1.86 mmol) and propan-2-ol (15 ml) was stirred at ambient temperature for 4 days. The solution was then poured into water (150 ml) and extracted with ethyl acetate (3×75 ml). The combined organic extracts were dried (MgSO4) and the solvent removed in vacuo to give the crude product. Purification by flash chromatography (silica) eluting with ethyl acetate and 40°-60° petroleum ether (1:4) gave (2-chloromethyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)pyridin-2-ylmethylamine as a yellow solid (0.17 g), m.p. 97°-99° C.

후처리

  1. extractionextracted with ethyl acetate (3×75 ml)
  2. dry with materialThe combined organic extracts were dried (MgSO4)
  3. customthe solvent removed in vacuo
  4. customto give the crude product
  5. customPurification by flash chromatography (silica)
  6. washeluting with ethyl acetate and 40°-60° petroleum ether (1:4)

출처 및 근거

ORD 기록
ord-1f6571ee506d45bc920636b66ce7ac56
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022076B2

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