Hydrochloric Acid → {3-[N-({6-amino-5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]pyridin-3-yl}carbonyl)-S-methylsulfonimidoyl]phenyl}acetic acid

HRID 607445ノート

反応式

HRID 607445 の反応式
C[O:2][C:3](=[O:42])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([S:11]([CH3:41])(=[N:13][C:14]([C:16]2[CH:17]=[N:18][C:19]([NH2:40])=[C:20]([C:22]#[C:23][C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][C:31]([C:33]4[N:37]([CH3:38])[N:36]=[C:35]([CH3:39])[CH:34]=4)=[O:32])[CH:25]=3)[CH:21]=2)=[O:15])=[O:12])[CH:6]=1.[OH-].[Na+].Cl>CO.O.[Cl-].[Na+].O>[NH2:40][C:19]1[N:18]=[CH:17][C:16]([C:14]([N:13]=[S:11]([C:7]2[CH:6]=[C:5]([CH2:4][C:3]([OH:42])=[O:2])[CH:10]=[CH:9][CH:8]=2)([CH3:41])=[O:12])=[O:15])=[CH:21][C:20]=1[C:22]#[C:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][C:31]([C:33]2[N:37]([CH3:38])[N:36]=[C:35]([CH3:39])[CH:34]=2)=[O:32])[CH:25]=1

参加物

7

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57657942methyl {3-[N-({6-amino-5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]pyridin-3-yl}carbonyl)-S-methylsulfonimidoyl]phenyl}acetate

生成物 1

HCID 57657920{3-[N-({6-amino-5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]pyridin-3-yl}carbonyl)-S-methylsulfonimidoyl]phenyl}acetic acid収率 92%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

A solution of methyl{3-[N-({6-amino-5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]pyridin-3-yl}carbonyl)-S-methylsulfonimidoyl]phenyl}acetate (13 mg, 0.021 mmol) and 1.0M NaOH (0.171 ml, 0.171 mmol) in 2.0 ml MeOH and 0.1 ml H2O was stirred at room temperature for 1 hour 10 minutes. The pH of the mixture was adjusted to pH 4 using 10% HCl, brine added, and the aqueous extracted with EtOAc. The combined EtOAc layers were washed with brine, dried with anhydrous Na2SO4 and rotary evaporated. The white solid was triturated with hot EtOAc to give white solid (11 mg, 92%).

後処理

  1. additionadded
  2. extractionthe aqueous extracted with EtOAc
  3. washThe combined EtOAc layers were washed with brine
  4. dry with materialdried with anhydrous Na2SO4 and rotary evaporated
  5. customThe white solid was triturated with hot EtOAc

出典と根拠

ORDレコード
ord-06dcc1df90324ccd9034d7758b8d3bae
出典データセット
uspto-grants-2011_03
特許番号
US07915443B2

反応ノート

読み込み中…