Triethylamine → 5-Methoxy-6-methoxymethyl-4-(2-phenyltetrahydrothiophen-4-ylamino)pyrimidine

HRID 1532958

反応式

HRID 1532958 の反応式
Cl[C:2]1[C:7]([O:8][CH3:9])=[C:6]([CH2:10][O:11][CH3:12])[N:5]=[CH:4][N:3]=1.[NH2:13][CH:14]1[CH2:18][S:17][CH:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:15]1.C1(C2CC(=O)CS2)C=CC=CC=1.C(N(CC)CC)C>O>[CH3:9][O:8][C:7]1[C:2]([NH:13][CH:14]2[CH2:18][S:17][CH:16]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:15]2)=[N:3][CH:4]=[N:5][C:6]=1[CH2:10][O:11][CH3:12]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 124137022-Phenyl-4-oxo-tetrahydrothiopheneHCID 152793504-Chloro-5-methoxy-6-(methoxymethyl)pyrimidineHCID 220119364-Amino-2-phenyltetrahydrothiophene

生成物 1

HCID 220119465-Methoxy-6-methoxymethyl-4-(2-phenyltetrahydrothiophen-4-ylamino)pyrimidine

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
85 °C

実験手順

1.6 g (8.5 mmol) of 4-chloro-5-methoxy-6-methoxymethylpyrimidine, 1.5 g (8.5 mmol) of 4-amino-2-phenyltetrahydrothiophene (prepared from 2-phenyl-4-oxo-tetrahydrothiophene (cf. D. N. Reinhard, W. P. Trompenaars, I. Geevers, Synthesis 1978, 368) analogously to the route given in Example B) and 2 ml (14 mmol) of triethylamine were heated for 24 hours at 85° C. After cooling, the mixture was diluted with water and extracted with ether, and the organic phase was washed with saturated NaCl solution. After drying and concentrating, the residue was purified by column chromatography using petroleum ether/ethyl acetate (9:1). This gave 1.18 g (42% of theory) of a pale yellow syrup.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ether
  3. washthe organic phase was washed with saturated NaCl solution
  4. customAfter drying
  5. concentrationconcentrating
  6. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-f09260a59f884186b0b403e683e853c8
出典データセット
uspto-grants-2001_03
特許番号
US06207668B1

関連ノート

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