Sodium borohydride → 1-(2-(2-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenylamino)methyl)-1-trityl-1H-imidazol-4-yl)phenyl)ethanol

HRID 2104980ノート

反応式

HRID 2104980 の反応式
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([O:58][CH:59]([CH3:61])[CH3:60])[C:7]([F:57])=[C:8]([CH:10]([NH:44][C:45]2[CH:50]=[CH:49][C:48]([C:51]3[N:55]=[C:54]([CH3:56])[O:53][N:52]=3)=[CH:47][CH:46]=2)[C:11]2[N:12]([C:25]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22](=[O:24])[CH3:23])[N:15]=2)[CH:9]=1)[CH3:2].[BH4-].[Na+]>CO>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([O:58][CH:59]([CH3:60])[CH3:61])[C:7]([F:57])=[C:8]([CH:10]([NH:44][C:45]2[CH:46]=[CH:47][C:48]([C:51]3[N:55]=[C:54]([CH3:56])[O:53][N:52]=3)=[CH:49][CH:50]=2)[C:11]2[N:12]([C:25]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:38]3[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=3)[CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[CH:22]([OH:24])[CH3:23])[N:15]=2)[CH:9]=1)[CH3:2]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 688129901-(2-(2-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenylamino)methyl)-1-trityl-1H-imidazol-4-yl)phenyl)ethanone

生成物 1

HCID 688125471-(2-(2-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenylamino)methyl)-1-trityl-1H-imidazol-4-yl)phenyl)ethanol収率 73.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of Intermediate 111.1 (40 mg, 0.05 mmol) and NaBH4 (5 mg) in 1 mL MeOH was stirred for 0.5 h at rt. The reaction mixture was partitioned between EtOAc and H2O, the organic layer was collected, dried (Na2SO4), filtered and concentrated to afford 30 mg of Intermediate 111.2. LCMS (2 min gradient) RT=1.49 min, 814.4 (M+H).

後処理

  1. customThe reaction mixture was partitioned between EtOAc and H2O
  2. customthe organic layer was collected
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-c079cd8255874c1696fba433aa16bc12
出典データセット
uspto-grants-2009_08
特許番号
US07576098B2

反応ノート

読み込み中…