Chloropyrazine → HCID 178479476, 화합물

HRID 1381497노트

반응식

HRID 1381497 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 178479476HCID 178479476, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-92d9c5d2a3cd4eca91a7dff6f9962d82
출처 데이터셋
uspto-grants-1989_02
특허 번호
US04803206

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