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(3,5-diamino-6-chloropyrazin-2-yl)(1H-imidazol-1-yl)methanone → 3,5-diamino-N-[2-[(2-aminoethyl)propylamino]ethyl]-6-chloropyrazinecarboxamide

HRID 1165448
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HRID 1165448 반응식
[NH2:1][C:2]1[C:3]([C:10](N2C=CN=C2)=[O:11])=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1.[NH2:17][CH2:18][CH2:19][N:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][NH2:23]>O1CCCC1>[NH2:1][C:2]1[C:3]([C:10]([NH:17][CH2:18][CH2:19][N:20]([CH2:21][CH2:22][NH2:23])[CH2:24][CH2:25][CH3:26])=[O:11])=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1
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참가 물질

4

반응물 2

HCID 13020010(3,5-diamino-6-chloropyrazin-2-yl)(1H-imidazol-1-yl)methanoneHCID 14122862N-(2-aminoethyl)-N-propyl-1,2-ethanediamine

생성물 1

HCID 542301853,5-diamino-N-[2-[(2-aminoethyl)propylamino]ethyl]-6-chloropyrazinecarboxamide수율 78%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 23.87 g (100.0 mmol) of 1-(3,5-diamino-6-chloropyrazinoyl)imidazole and 58.51 g (300.0 mmol) of N-(2-aminoethyl)-N-propyl-1,2-ethanediamine in 250 ml of tetrahydrofuran was stirred at ambient temperature overnight. The solvent and excess triamine were evaporated and the residue chromatogaphed on silica gel (150 g) using 1.5:98.5 (v/v) methanol: tetrahydrofuran saturated with ammonia gas as eluent. There was obtained 24.64 g (78.0 mmol, 78%) of 3,5-diamino-N-[2-[(2-aminoethyl)propylamino]ethyl]-6-chloropyrazinecarboxamide as a yellow solid; mp 91°-94° C.

후처리

  1. customThe solvent and excess triamine were evaporated

출처 및 근거

ORD 기록
ord-36c06bdd0e534dfcb37bfcea8b202230
출처 데이터셋
uspto-grants-1990_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04910202

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