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Sodium Bicarbonate → 6-[2-(4-{2-[3-Methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}phenoxy)acetylamino]hexanoic Acid

HRID 2182857
ノート
印刷プレビュー

反応式

HRID 2182857 の反応式
[N+](C1C=C(S(CC[O:15][C:16](=[O:61])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:60])[CH2:24][O:25][C:26]2[CH:31]=[CH:30][C:29]([S:32]([N:35]3[C:39]4[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=4[N:37]=[C:36]3[S:44]([CH2:46][C:47]3[C:52]([CH3:53])=[C:51]([O:54][CH2:55][C:56]([F:59])([F:58])[F:57])[CH:50]=[CH:49][N:48]=3)=[O:45])(=[O:34])=[O:33])=[CH:28][CH:27]=2)(=O)=O)C=CC=1)([O-])=O.C([O-])(O)=O.[Na+]>CC#N.O.CC(O)C>[CH3:53][C:52]1[C:47]([CH2:46][S:44]([C:36]2[N:35]([S:32]([C:29]3[CH:28]=[CH:27][C:26]([O:25][CH2:24][C:23]([NH:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][C:16]([OH:61])=[O:15])=[O:60])=[CH:31][CH:30]=3)(=[O:34])=[O:33])[C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=3[N:37]=2)=[O:45])=[N:48][CH:49]=[CH:50][C:51]=1[O:54][CH2:55][C:56]([F:58])([F:57])[F:59]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 207863756-[2-(4-{2-[3-Methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetylamino]hexanoic acid 2-(3-nitrobenzenesulfonyl)ethyl ester2 回

生成物 1

HCID 224793036-[2-(4-{2-[3-Methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}phenoxy)acetylamino]hexanoic Acid収率 43.1%

試薬・触媒・溶媒 1

HCID 22159075
CH3CN-H2O iPrOH
溶媒

実験手順

A solution of 6-[2-(4-{2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetylamino]hexanoic acid 2-(3-nitro-benzenesulfonyl)ethyl ester (Intermediate 20, 450 mg, 0.50 mmol) and of NaHCO3 (50 mg, 0.60 mmol, 1.2 eq) in CH3CN-H2O-iPrOH (2 mL:1 mL:1 mL) was heated to 70° C. for 1.5 h. Thereafter volatile materials were removed by evaporation, the residual gummy oil was dissolved in CH2Cl2, and the mixture was filtered to remove undissolved solid. The filtrate was dried and concentrated under reduced pressure. The residual oil was purified by silica gel column to yield 150 mg of Compound 7 as a light brown foam.

後処理

  1. customThereafter volatile materials were removed by evaporation
  2. dissolutionthe residual gummy oil was dissolved in CH2Cl2
  3. filtrationthe mixture was filtered
  4. customto remove undissolved solid
  5. customThe filtrate was dried
  6. concentrationconcentrated under reduced pressure
  7. customThe residual oil was purified by silica gel column

出典と根拠

ORDレコード
ord-631870ad0585409d8c3f4e6ea9f94fdd
出典データセット
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06897227B2

反応ノート

読み込み中…

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