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Hydrochloric Acid → Ethyl beta-[[3-[4-(aminoiminomethyl)benzyl]aminobenzoyl]amino]propanoate

HRID 726715
ノート
印刷プレビュー

反応式

HRID 726715 の反応式
[C:1]([C:3]1[CH:19]=[CH:18][C:6]([CH2:7][NH:8][C:9]2[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=2)[C:12]([OH:14])=O)=[CH:5][CH:4]=1)#[N:2].[CH2:20]([O:22][C:23](=[O:27])[CH2:24][CH2:25][NH2:26])[CH3:21].Cl.C([N:32](CC)C(C)C)(C)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[Cl-].[NH4+].[OH-].[NH4+]>CN(C)C=O.C(O)C>[NH2:32][N:2]=[CH:1][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][NH:8][C:9]2[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=2)[C:12]([NH:26][CH2:25][CH2:24][C:23]([O:22][CH2:20][CH3:21])=[O:27])=[O:14])=[CH:18][CH:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

10

反応物 7

HCID 313Hydrochloric Acid2 回HCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 419889Ethyl 3-aminopropanoateHCID 19707399
3-[4-Cyanobenzyl]aminobenzoic acid

生成物 1

HCID 86751962Ethyl beta-[[3-[4-(aminoiminomethyl)benzyl]aminobenzoyl]amino]propanoate

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 6228Dimethylformamide溶媒

実験手順

3-[4-cyanobenzyl]aminobenzoic acid (0.25 g; 1 mmol), β-alanine ethyl ester.HCl (0.15 g; 1 mmol), N,N-diisopropylethylamine (0.26 g; 2 mmoles) and benzotriazol-1-yl-oxy-tris(dimethylamino)phosphonium hexafluorophosphate (0.44 g; 1 mmol) were stirred in N,N-dimethylformamide (25 ml) at room temperature for 1 hr. The reaction mixture was taken down to dryness and the residue was redissolved in ethanol (30 ml). The solution was saturated with HCl gas and allowed to stir overnight. The mixture was taken down to dryness and the residue was redissolved in ethanol (20 ml). To this solution, ammonium chloride (1 g) and ammonium hydroxide (10 ml) were added. The reaction mixture was stirred at room temperature overnight and the solvent was removed under reduced pressure. The residue was purified by HPLC using acetonitrile/water/trifluoroacetic acid system. The desired fractions were collected and lyophilized to give 190 mg of white material. FAB-MS: MH+ =369.5

後処理

  1. stirringThe reaction mixture was stirred at room temperature overnight
  2. customthe solvent was removed under reduced pressure
  3. customThe residue was purified by HPLC
  4. customThe desired fractions were collected

出典と根拠

ORDレコード
ord-7cabe7f0fa1240cb939f9cdd23059fa5
出典データセット
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05710166

反応ノート

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