HOAt → 4-[(4-aminopyrimidine-5-yl)carbonyl]amino-N-(2,6-dichlorobenzoyl)-L-phenylalanine methylester

HRID 1875559ノート

反応式

HRID 1875559 の反応式
[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=1)[NH:5][C:6](=[O:15])[C:7]1[C:12]([Cl:13])=[CH:11][CH:10]=[CH:9][C:8]=1[Cl:14].C(Cl)CCl.Cl.C1C=NC2N(O)N=NC=2C=1.[NH2:40][C:41]1[C:46]([C:47](O)=[O:48])=[CH:45][N:44]=[CH:43][N:42]=1>ClCCl.C(N(CC)CC)C>[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([NH:23][C:47]([C:46]2[C:41]([NH2:40])=[N:42][CH:43]=[N:44][CH:45]=2)=[O:48])=[CH:21][CH:22]=1)[NH:5][C:6](=[O:15])[C:7]1[C:8]([Cl:14])=[CH:9][CH:10]=[CH:11][C:12]=1[Cl:13]

参加物

7

反応物 4

HCID 181649HOAtHCID 12014404-Aminopyrimidine-5-carboxylic acidHCID 10384309HCID 10384309、化合物HCID 22619321HCID 22619321、化合物

生成物 1

HCID 866008844-[(4-aminopyrimidine-5-yl)carbonyl]amino-N-(2,6-dichlorobenzoyl)-L-phenylalanine methylester収率 10.9%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

The mixture of N-(2,6-dichlorobenzoyl)-4-amino-L-phenylalanine methylester (1.0 g), EDC/HCl (783 mg), HOAt (555 mg), triethylamine (747 μL), 4-aminopyrimidine-5-carboxylic acid (417 mg) and dichloromethane (15 mL) was stirred overnight. After diluting the mixture with dichloromethane and washing with saturated sodium bicarbonate water, the organic layer thereof was dried over sodium sulfate and concentrated. The residue was washed with dichloromethane to obtain 145 mg of a crude material of the title compound.

後処理

  1. washwashing with saturated sodium bicarbonate water
  2. dry with materialthe organic layer thereof was dried over sodium sulfate
  3. concentrationconcentrated
  4. washThe residue was washed with dichloromethane

出典と根拠

ORDレコード
ord-9fe83ae3395743adb90c9898dd28e0f8
出典データセット
uspto-grants-2012_11
特許番号
US08309561B2

反応ノート

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