Potassium Carbonate → N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-(oxazol-5-yl)phenethoxy)propanamide

HRID 909908ノート

反応式

HRID 909908 の反応式
[CH:1]1([N:7]([CH2:23][CH:24]([O:27][CH3:28])[O:25][CH3:26])[C:8](=[O:22])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH:20]=[O:21])[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(C)C(S([CH2:38][N+:39]#[C-:40])(=O)=O)=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH:1]1([N:7]([CH2:23][CH:24]([O:27][CH3:28])[O:25][CH3:26])[C:8](=[O:22])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[O:21][CH:40]=[N:39][CH:38]=3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 53627694Toluenesulfonylmethyl isocyanideHCID 59290390N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-formylphenethoxy)propanamide

生成物 1

HCID 59290488N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-(oxazol-5-yl)phenethoxy)propanamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
80 °C

実験手順

To N-cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-formylphenethoxy)propanamide [Example 10, Step ii)] (600 mg) in a 10 ml microwave vial was added toluenesulfonylmethyl isocyanide (329 mg), potassium carbonate (233 mg) and methanol (2 mL). The vial was sealed and heated at 80° C. for 40 min within a microwave before cooling to room temperature. The solvents were evaporated under vacuum followed by the addition of water, which was extracted once with ethyl acetate. The organic phase was washed once with water, dried over sodium sulphate, filtered and the solvent removed to afford desired material, which was carried onto the next step directly. MS [M+H-MeOH]+=399 (MultiMode+)

後処理

  1. customThe vial was sealed
  2. temperaturebefore cooling to room temperature
  3. customThe solvents were evaporated under vacuum
  4. additionfollowed by the addition of water, which
  5. extractionwas extracted once with ethyl acetate
  6. washThe organic phase was washed once with water
  7. dry with materialdried over sodium sulphate
  8. filtrationfiltered
  9. customthe solvent removed
  10. customto afford desired material, which

出典と根拠

ORDレコード
ord-fa6f00f8c2134d03a0deeae3bea3d519
出典データセット
uspto-grants-2011_09
特許番号
US08017602B2

反応ノート

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