Sodium Carbonate → [4-({2-[(3,5-Diamino-6-chloro-pyrazine-2-carbonyl)-amino]-ethyl}-methyl-amino)-butyl]-carbamic acid tert-butyl ester

HRID 882919

反応式

HRID 882919 の反応式
[CH3:1][NH:2][CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:13]([NH2:14])=[N:12][C:11]([NH2:15])=[C:10]([Cl:16])[N:9]=1)=[O:7].[C:17]([NH:24][CH2:25][CH2:26][CH2:27][CH2:28]Br)([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18].C(=O)([O-])[O-].[Na+].[Na+]>CN(C=O)C>[C:20]([O:19][C:17](=[O:18])[NH:24][CH2:25][CH2:26][CH2:27][CH2:28][N:2]([CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:13]([NH2:14])=[N:12][C:11]([NH2:15])=[C:10]([Cl:16])[N:9]=1)=[O:7])[CH3:1])([CH3:23])([CH3:22])[CH3:21]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 10868765tert-butyl N-(4-bromobutyl)carbamateHCID 198618223,5-diamino-6-chloro-N-(2-methylaminoethyl)pyrazine-2-carboxamide2 回

生成物 1

HCID 86656659[4-({2-[(3,5-Diamino-6-chloro-pyrazine-2-carbonyl)-amino]-ethyl}-methyl-amino)-butyl]-carbamic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a mixture comprising 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid (2-methylamino-ethyl)-amide (Intermediate E) (0.5 g, 2.0 mmol) and 4-(Boc-amino)butyl bromide (0.8 g, 3.1 mmol) in DMF (5 mL) is added sodium carbonate (0.4 g, 4.0 mmol). The resulting mixture is heated at reflux for 3 h and then allowed to cool to RT, filtered and concentrated in vacuo. The crude product is dissolved in DCM and filtered to remove any undissolved impurities. The filtrate is concentrated in vacuo to yield the title compound which is used in the next step without further purification.

後処理

  1. temperatureThe resulting mixture is heated
  2. temperatureat reflux for 3 h
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. dissolutionThe crude product is dissolved in DCM
  6. filtrationfiltered
  7. customto remove any undissolved impurities
  8. concentrationThe filtrate is concentrated in vacuo

出典と根拠

ORDレコード
ord-82c095b8ca174f94b85ea27c8d891d9b
出典データセット
uspto-grants-2012_08
特許番号
US08236808B2

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