Ammonia → 2-Amino-2-oxoethyl 4-[(1-naphthalenyl-oxy)methyl]-1-piperidinecarboxylate

HRID 2242939

反応式

HRID 2242939 の反応式
[C:1]1([O:11][CH2:12][CH:13]2[CH2:18][CH2:17][N:16]([C:19]([O:21][CH2:22][C:23]([O:25]CC)=O)=[O:20])[CH2:15][CH2:14]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[NH3:28]>CO>[C:1]1([O:11][CH2:12][CH:13]2[CH2:18][CH2:17][N:16]([C:19]([O:21][CH2:22][C:23]([NH2:28])=[O:25])=[O:20])[CH2:15][CH2:14]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 222AmmoniaHCID 674160052-(Ethyloxy)-2-oxoethyl 4-[(1-naphthalenyloxy)methyl]-1-piperidinecarboxylate

生成物 1

HCID 113138682-Amino-2-oxoethyl 4-[(1-naphthalenyl-oxy)methyl]-1-piperidinecarboxylate収率 83.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1.0 g (2.69 mmol) of 2-(ethyloxy)-2-oxoethyl 4-[(1-naphthalenyloxy)methyl]-1-piperidinecarboxylate, prepared in Step 7.3, is dissolved in 12 ml of a 7N solution of ammonia (84 mmol) in methanol. The solution is left to react at ambient temperature for 3 days. It is evaporated to dryness and the residue is purified by chromatography on silica gel, eluting with a 90/10 then 80/20, 70/30 and 50/50 mixture of dichloromethane and ethyl acetate and then with a 95/5 mixture of ethyl acetate and methanol. The eluate is subsequently recrystallized from ethyl acetate, to give 0.77 g of product.

後処理

  1. waitThe solution is left
  2. customto react at ambient temperature for 3 days
  3. customIt is evaporated to dryness
  4. customthe residue is purified by chromatography on silica gel
  5. washeluting with a 90/10
  6. addition80/20, 70/30 and 50/50 mixture of dichloromethane and ethyl acetate
  7. additionwith a 95/5 mixture of ethyl acetate and methanol
  8. customThe eluate is subsequently recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-2aece43f6df5480db7e2bba868a86f42
出典データセット
uspto-grants-2010_03
特許番号
US07674805B2

関連ノート

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