Sodium borohydride → N-(2-(2-(hydroxymethyl)pyridin-4-yl)-6-methoxy-5-(2-methoxyphenoxy)pyrimidin-4-yl)-5-methylpyridine-2-sulfonamide

HRID 1066511

반응식

HRID 1066511 반응식
C[O:2][C:3]([C:5]1[CH:10]=[C:9]([C:11]2[N:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH3:27])=[C:13]([NH:28][S:29]([C:32]3[CH:37]=[CH:36][C:35]([CH3:38])=[CH:34][N:33]=3)(=[O:31])=[O:30])[N:12]=2)[CH:8]=[CH:7][N:6]=1)=O.[Cl-].[Cl-].[Ca+2].[BH4-].[Na+]>CCO.C1COCC1>[OH:2][CH2:3][C:5]1[CH:10]=[C:9]([C:11]2[N:12]=[C:13]([NH:28][S:29]([C:32]3[CH:37]=[CH:36][C:35]([CH3:38])=[CH:34][N:33]=3)(=[O:31])=[O:30])[C:14]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH3:27])=[C:15]([O:17][CH3:18])[N:16]=2)[CH:8]=[CH:7][N:6]=1

참가 물질

5

반응물 3

HCID 4311764Sodium borohydrideHCID 5284359Calcium ChlorideHCID 99588414-[4-Methoxy-5-(2-methoxy-phenoxy)-6-(5-methyl-pyridine-2-sulfonylamino)-pyrimidin-2-yl]-pyridine-2-carboxylic acid methyl ester2회

생성물 1

HCID 9849181N-(2-(2-(hydroxymethyl)pyridin-4-yl)-6-methoxy-5-(2-methoxyphenoxy)pyrimidin-4-yl)-5-methylpyridine-2-sulfonamide

시약·촉매·용매 1

HCID 21873804Tetrahydrofuran ethanol용매

실험 절차

100 mg of 4-[4-methoxy-5-(2-methoxy-phenoxy)-6-(5-methyl-pyridine-2-sulfonylamino)-pyrimidin-2-yl]-pyridine-2-carboxylic acid methyl ester, product of example 22, were dissolved in a mixture of EtOH/THF (each 15 ml) on gentle warming and subsequently treated with 42 mg of CaCl2 and 28 mg of NaBH4 at RT. The reaction mixture was stirred at RT for 18 h until which time starting material was consumed according to TLC analysis. The mixture was partitioned between diluted HCl and CH2Cl2. The organic layer was dried over Na2SO4 and the solvent removed in vacuo to give 5-methyl-pyridine-2-sulfonic acid [2-(2-hydroxymethyl-pyridin-4-yl)-6-methoxy-5-(2-methoxy-phenoxy)-pyrimidin-4-yl]-amide as a white solid. ISN mass spectrum, m/e 508.3 (M−1 calculated for C24H23N5O6S: 508).

후처리

  1. temperatureon gentle warming
  2. customwas consumed
  3. customThe mixture was partitioned between diluted HCl and CH2Cl2
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-c1198a281f274658b88a2dc46370f9a6
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06242601B1

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