Hydrochloric Acid → HCID 16769987、化合物

HRID 726719

反応式

HRID 726719 の反応式
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1)#[N:2].C([O:13][C:14](=[O:18])[CH2:15][CH2:16][NH2:17])C.Cl.C([BH3-])#N.[Na+].[OH-].[Li+].CO>CN(C)C=O.C(O)(=O)C>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7][NH:17][CH2:16][CH2:15][C:14]([OH:18])=[O:13])=[CH:5][CH:4]=1)#[N:2]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 660424-CyanobenzaldehydeHCID 419889Ethyl 3-aminopropanoateHCID 5003444Sodium cyanoborohydrideHCID 23717829Lithium hydroxide methanol

生成物 1

HCID 16769987HCID 16769987、化合物収率 79%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6228Dimethylformamide溶媒

実験手順

4-cyanobenzaldehyde (0.65 g; 5 mmoles) and β-alanine ethyl ester.HCl (0.76 g; 5 mmoles) were dissolved in N,N-dimethylformamide (10 ml) containing 1% acetic acid. After 10 min., sodiumcyanoborohydride (0.35 g; 5 mmoles) was added to the solution. The reaction mixture was stirred at room temperature for 12 hrs. and taken down to dryness under reduced pressure. The residue was treated with 1N lithium hydroxide/methanol (1:1; 20 ml) for 15 min. Methanol was removed and the pH of the remaining solution was adjusted to pH 5 with 50% acetic acid. The product was purified by HPLC using a linear gradient of acetonitrile/water/trifluoroacetic acid. The desired fractions was collected and lyophilized to give 0.81 g of white solid (79% yield). FAB-MS: MH+ =205.1.

後処理

  1. customMethanol was removed
  2. customThe product was purified by HPLC
  3. customThe desired fractions was collected

出典と根拠

ORDレコード
ord-c6ad0981756643088329bfd4623ad976
出典データセット
uspto-grants-1998_01
特許番号
US05710166

関連ノート

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