Chloropyrazine → HCID 178479476、化合物

HRID 1381497ノート

反応式

HRID 1381497 の反応式
[NH2:1][CH2:2][CH2:3][NH:4][C:5]([C:7]1[C:12]([NH2:13])=[N:11][C:10]([NH2:14])=[C:9]([Cl:15])[N:8]=1)=[O:6].S(O)(O)(=O)=[O:17].CS[C:23](=[NH:25])[NH2:24].ClC1C=NC=CN=1.NC(=N)[OH:35]>O.CO>[OH2:6].[OH2:17].[OH2:35].[ClH:15].[NH:1]([CH2:2][CH2:3][NH:4][C:5]([C:7]1[C:12]([NH2:13])=[N:11][C:10]([NH2:14])=[C:9]([Cl:15])[N:8]=1)=[O:6])[C:23]([NH2:25])=[NH:24]

参加物

7

反応物 4

HCID 73277ChloropyrazineHCID 752702-Methyl-2-thiopseudourea sulfateHCID 151481293,5-Diamino-N-(2-aminoethyl)-6-chloropyrazine-2-carboxamideHCID 178513210HCID 178513210、化合物

生成物 1

HCID 178479476HCID 178479476、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

Dissolve the product of Step 1 (100 mg) and 2-methyl-2-thiopseudourea sulfate (122 mg) in water (0.5 ml) and MeOH (0.5 ml) and heat on a steam bath for 1 hour. If all the starting chloropyrazine is not reacted, add more pseudourea and repeat the procedure. Triturate the resulting residue in EtOH to obtain the sulfate salt of the title compound. Chromatograph the product on a high pressure reversed phase prep C18 column (Dynamax), eluting with MeOH:H2O (40:60), 0.2% TFA, at 10 ml/min., followed by a C18 Magnum 20 column (Whatman), eluting with MeOH:H2O (30:70), 0.2% TFA. Dissolve the resultant residue in 1N HCl, evaporate the solvent, redissolve in water and lyophilize to obtain the title compound as a yellow solid, m.p. 100° (d), M+ =272.

後処理

  1. temperatureheat on a steam bath for 1 hour
  2. customTriturate the resulting residue in EtOH

出典と根拠

ORDレコード
ord-92d9c5d2a3cd4eca91a7dff6f9962d82
出典データセット
uspto-grants-1989_02
特許番号
US04803206

反応ノート

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