Ammonia → Benzyl 2-{[2-amino-3-(aminocarbonyl)phenyl]amino}-1,1-dimethyl-2-oxoethylcarbamate

HRID 12630

反応式

HRID 12630 の反応式
[CH2:1]([O:8][C:9]([NH:11][C:12]([CH3:17])([CH3:16])[C:13]([OH:15])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:30][C:31]1[C:39]([NH2:40])=[CH:38][CH:37]=[CH:36][C:32]=1[C:33]([NH2:35])=[O:34].N>N1C=CC=CC=1.CN(C=O)C>[NH2:30][C:31]1[C:32]([C:33]([NH2:35])=[O:34])=[CH:36][CH:37]=[CH:38][C:39]=1[NH:40][C:13](=[O:15])[C:12]([NH:11][C:9](=[O:10])[O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)([CH3:17])[CH3:16]

参加物

7

反応物 4

HCID 222AmmoniaHCID 682631,1'-CarbonyldiimidazoleHCID 294936N-((Benzyloxy)carbonyl)-2-methylalanineHCID 104870292,3-Diaminobenzamide

生成物 1

HCID 68512848Benzyl 2-{[2-amino-3-(aminocarbonyl)phenyl]amino}-1,1-dimethyl-2-oxoethylcarbamate

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
40 °C

実験手順

2-{[(Benzyloxy)carbonyl]amino}-2-methylpropanoic acid (5.18 g, 21.83 mmol) in a mixture of pyridine (25 mL) and DMF (25 mL) was treated with 1,1′-carbonyldiimidazole (3.72 g, 22.92 mmol) and heated at 40° C. for 2 hours. 2,3-Diaminobenzamide dihydrochlolide (4.89 g, 21.83 mmol), prepared as described in WO0026192, was added and the mixture was stirred at room temperature overnight. The solvents were removed under vacuum and the residue was partitioned between ethyl acetate and diluted sodium bicarbonate aqueous solution. The formed slightly yellow solid material was collected by filtration, washed with water and ethyl acetate, and dried to give Example 1A. MS (DCI/NH3) m/z 371 (M+H)+.

後処理

  1. additionwas added
  2. customThe solvents were removed under vacuum
  3. customthe residue was partitioned between ethyl acetate and diluted sodium bicarbonate aqueous solution
  4. customThe formed slightly yellow solid material
  5. filtrationwas collected by filtration
  6. washwashed with water and ethyl acetate
  7. customdried
  8. customto give Example 1A

出典と根拠

ORDレコード
ord-9c25fc59113f4ee5ad6fdc1b8bb23676
出典データセット
uspto-grants-2010_06
特許番号
US07728026B2

関連ノート

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