Isopropanol → HCID 67382070、化合物

HRID 910199ノート

反応式

HRID 910199 の反応式
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

参加物

6

反応物 4

HCID 3776IsopropanolHCID 8471TriethylamineHCID 195092-PyridinemethanamineHCID 23726818HCID 23726818、化合物

生成物 1

HCID 67382070HCID 67382070、化合物収率 27.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-1f6571ee506d45bc920636b66ce7ac56
出典データセット
uspto-grants-2011_09
特許番号
US08022076B2

反応ノート

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