Acetic Anhydride → N-({6-[(3-fluorophenyl)sulfonyl]-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridin-1-yl}methyl)acetamide

HRID 1616886ノート

反応式

HRID 1616886 の反応式
COC(OC)CN.C(OC(=O)C)(=O)C.COC(OC)[CH2:18][NH:19][C:20](=[O:22])[CH3:21].[F:25][C:26]1[CH:27]=[C:28]([S:32]([C:35]2[CH:36]=[CH:37][C:38]3[O:42][CH:41]=[C:40]([CH2:43][CH2:44][NH:45][C:46](=O)OC(C)(C)C)[C:39]=3[CH:53]=2)(=[O:34])=[O:33])[CH:29]=[CH:30][CH:31]=1>ClCCCl.ClCCCl.C(O)(C(F)(F)F)=O>[F:25][C:26]1[CH:27]=[C:28]([S:32]([C:35]2[CH:36]=[CH:37][C:38]3[O:42][C:41]4[CH:46]([CH2:18][NH:19][C:20](=[O:22])[CH3:21])[NH:45][CH2:44][CH2:43][C:40]=4[C:39]=3[CH:53]=2)(=[O:33])=[O:34])[CH:29]=[CH:30][CH:31]=1

参加物

7

反応物 4

HCID 7918Acetic AnhydrideHCID 89728Aminoacetaldehyde dimethyl acetalHCID 15289457N-(2,2-Dimethoxyethyl)acetamideHCID 86673691Tert-butyl (2-{5-[(3-fluorophenyl)sulfonyl]-1-benzofuran-3-yl}ethyl)carbamate

生成物 1

HCID 67325542N-({6-[(3-fluorophenyl)sulfonyl]-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridin-1-yl}methyl)acetamide

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒2 回HCID 86598524Dce tfa溶媒

実験手順

2,2-Dimethoxyethylamine (16 μL, 1.5 eq) was dissolved in DCE (400 μL), acetic anhydride (15 μL, 1.5 eq) was added and the solution was shaken for 10 min. The resulting solution of N-(2,2-dimethoxyethyl)acetamide in DCE was added to a solution of tert-butyl (2-{5-[(3-fluorophenyl)sulfonyl]-1-benzofuran-3-yl}ethyl)carbamate (800 μL, 0.125 M) in DCE:TFA 1:1. The reaction mixture was shaken at 100° C. for 16 h and the solvent was evaporated. The crude product was purified by preparative LC/MS and concentrated to afford the product as a trifluoroacetic acid salt. MS m/z 403 [M+H]+.

後処理

  1. stirringThe reaction mixture was shaken at 100° C. for 16 h
  2. customthe solvent was evaporated
  3. customThe crude product was purified by preparative LC/MS
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-252c62d9740a41498b62031ecff0cf94
出典データセット
uspto-grants-2014_07
特許番号
US08765779B2

反応ノート

読み込み中…