Formic Acid → 4'-[(5-Hydroxy-4-hydroxymethyl-6-methyl-pyridin-3-ylmethyl)-amino]-biphenyl-2-sulfonic acid tert-butylamide

HRID 2373302ノート

反応式

HRID 2373302 の反応式
C(O)=O.[C:4]([NH:8][S:9]([C:12]1[C:13]([C:18]2[CH:23]=[CH:22][C:21]([NH:24][CH2:25][C:26]3[CH:31]=[N:30][C:29]([CH3:32])=[C:28]4[O:33]C(C)(C)[O:35][CH2:36][C:27]=34)=[CH:20][CH:19]=2)=[CH:14][CH:15]=[CH:16][CH:17]=1)(=[O:11])=[O:10])([CH3:7])([CH3:6])[CH3:5]>O>[C:4]([NH:8][S:9]([C:12]1[C:13]([C:18]2[CH:19]=[CH:20][C:21]([NH:24][CH2:25][C:26]3[CH:31]=[N:30][C:29]([CH3:32])=[C:28]([OH:33])[C:27]=3[CH2:36][OH:35])=[CH:22][CH:23]=2)=[CH:14][CH:15]=[CH:16][CH:17]=1)(=[O:11])=[O:10])([CH3:7])([CH3:6])[CH3:5]

参加物

4

反応物 2

HCID 284Formic AcidHCID 598525204'-[(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-ylmethyl)-amino]-biphenyl-2-sulfonic acid tert-butylamide

生成物 1

HCID 598525284'-[(5-Hydroxy-4-hydroxymethyl-6-methyl-pyridin-3-ylmethyl)-amino]-biphenyl-2-sulfonic acid tert-butylamide収率 70%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

To a solution of 10% formic acid in water (50 mL) was added 3-[(2,2,8-trimethyl-4H-[1,3] dioxino [4,5-c]pyridin-5-ylmethyl)-amino]-benzonitrile (1) (336 mg, 0.7 mmol) and the reaction mixture was heated at 100° C. under nitrogen atmosphere. The reaction mixture was then concentrated to dryness. The resulting pale yellow solid was dissolved in small amount of dichloromethane and diethyl ether was added to induce precipitation of a yellow solid. The 4′-[(5-hydroxy-4-hydroxymethyl-6-methyl-pyridin-3-ylmethyl)-amino]-biphenyl-2-sulfonic acid tert-butylamide (2) (215 mg, 70% yield) was collected by filtration as a pale yellow solid.

後処理

  1. concentrationThe reaction mixture was then concentrated to dryness
  2. dissolutionThe resulting pale yellow solid was dissolved in small amount of dichloromethane and diethyl ether
  3. additionwas added
  4. customprecipitation of a yellow solid

出典と根拠

ORDレコード
ord-fd25c92bbddb44259e2c1fadeb063ba9
出典データセット
uspto-grants-2008_12
特許番号
US07459468B2

反応ノート

読み込み中…