HCID 178479710、化合物 → 2-Chloro-5,6,7,8,9,10-hexahydrocycloocta[d]pyrimidine

HRID 252916ノート

反応式

HRID 252916 の反応式
[N:1]1[C:2](=O)[NH:3][CH:4]=[C:5]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:6]=12.O(Cl)[Cl:15].[P+3]>>[Cl:15][C:2]1[N:3]=[CH:4][C:5]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[N:1]=1

参加物

3

反応物 2

HCID 178479710HCID 178479710、化合物HCID 178517333HCID 178517333、化合物

生成物 1

HCID 581995242-Chloro-5,6,7,8,9,10-hexahydrocycloocta[d]pyrimidine

実験手順

Crude 5,6,7,8,9,10-Hexahydrocycloocta[d]pyrimidin-2(3H)-one was heated in phosphorus (III) oxychloride (50 mL) for 1.75 h. The solvent was removed under vacuum and the residue was treated with ice water and 1M aqueous potassium carbonate solution, the aqueous layer was extracted with a mixture of diethyl ether and ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum to give 2-chloro-5,6,7,8,9,10-hexahydrocycloocta[d]pyrimidine as a yellow solid, 1.5 g; 1H NMR (CDCl3, 300 MHz) 8.18 (s, 1H), 2.82 (m, 2H), 2.66 (m, 2H), 1.74 (m, 2H), 1.61 (m, 2H), 1.34 (m, 4H) ppm; 13C NMR (CDCl3, 75 MHz) 173.25, 158.66 (2C), 132.74, 34.28, 32.03, 30.20, 28.57, 26.02, 25.90; MS (ES) 197/199 (M+H).

後処理

  1. customThe solvent was removed under vacuum
  2. additionthe residue was treated with ice water and 1M aqueous potassium carbonate solution
  3. extractionthe aqueous layer was extracted with a mixture of diethyl ether and ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-031a20be0f8544ae9cbccbbcc37b76fb
出典データセット
uspto-grants-2011_01
特許番号
US07872000B2

反応ノート

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