Hydrochloric Acid → 5-Methyl-pyridine-2-sulfonic acid [2-{2-[(3-ethyl-ureido)-methyl]-pyridin-4-yl}-6-methoxy-5-(2-methoxy-phenoxy)-pyrimidin-4-yl]-amide

HRID 1066515노트

반응식

HRID 1066515 반응식
Cl.[NH2:2][CH2:3][C:4]1[CH:9]=[C:8]([C:10]2[N:15]=[C:14]([NH:16][S:17]([C:20]3[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][N:21]=3)(=[O:19])=[O:18])[C:13]([O:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[O:34][CH3:35])=[C:12]([O:36][CH3:37])[N:11]=2)[CH:7]=[CH:6][N:5]=1.C(N(CC)CC)C.[CH2:45]([N:47]=[C:48]=[O:49])[CH3:46].Cl>C1(C)C=CC=CC=1.C(Cl)Cl.CO>[CH2:45]([NH:47][C:48](=[O:49])[NH:2][CH2:3][C:4]1[CH:9]=[C:8]([C:10]2[N:15]=[C:14]([NH:16][S:17]([C:20]3[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][N:21]=3)(=[O:19])=[O:18])[C:13]([O:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[O:34][CH3:35])=[C:12]([O:36][CH3:37])[N:11]=2)[CH:7]=[CH:6][N:5]=1)[CH3:46]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 867569945-Methyl-pyridine-2-sulfonic acid [2-(2-aminomethyl-pyridin-4-yl)-6-methoxy-5-(2-methoxy-phenoxy)-pyrimidin-4-yl]-amide hydrochloride2회

생성물 1

HCID 572347755-Methyl-pyridine-2-sulfonic acid [2-{2-[(3-ethyl-ureido)-methyl]-pyridin-4-yl}-6-methoxy-5-(2-methoxy-phenoxy)-pyrimidin-4-yl]-amide

시약·촉매·용매 2

HCID 1140Toluene용매HCID 21226129Dichloromethane methanol용매

실험 절차

A solution of 70 mg of 5-methyl-pyridine-2-sulfonic acid [2-(2-aminomethyl-pyridin-4-yl)-6-methoxy-5-(2-methoxy-phenoxy)-pyrimidin-4-yl]-amide hydrochloride, product of example 30 b), in toluene (5 ml), was treated at RT with 26 mg of triethyamine then with 10 mg of ethylisocyanate and refluxed for 1 h until the reaction was complete according to TLC analysis (CH2Cl2/MeOH: 95/5). The mixture was poured into cold diluted HCl and the product extracted into CH2Cl2. The organic layer was dried over Na2SO4 and the solvent removed in vacuo. The solid residue was crystallised from CH2Cl2/Et2O to afford 5-methyl-pyridine-2-sulfonic acid [2-{2-[(3-ethyl-ureido)-methyl]-pyridin-4-yl}-6-methoxy-5-(2-methoxy-phenoxy)-pyrimidin-4-yl]-amide as off-white crystals. ISP mass spectrum, m/e 580.1 (M+1 calculated for C27H29N7O6S: 580).

후처리

  1. extractionthe product extracted into CH2Cl2
  2. dry with materialThe organic layer was dried over Na2SO4
  3. customthe solvent removed in vacuo
  4. customThe solid residue was crystallised from CH2Cl2/Et2O

출처 및 근거

ORD 기록
ord-79e8403d150845a8817234f4ad9f1886
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06242601B1

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