Triethylamine → HCID 178490478、化合物

HRID 923568ノート

反応式

HRID 923568 の反応式
[C:1]([C:3]1[CH:42]=[CH:41][C:6]([CH2:7][N:8]([CH2:33][C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[C:9](=[O:32])[C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:31])[CH2:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=3[C:27]([F:30])([F:29])[F:28])=[CH:12][CH:11]=2)=[CH:5][CH:4]=1)#[N:2].C(N(CC)CC)C.Cl.[NH2:51][OH:52]>CN(C=O)C.O>[OH:52][NH:51][C:1]([C:3]1[CH:42]=[CH:41][C:6]([CH2:7][N:8]([CH2:33][C:34]([O:36][C:37]([CH3:38])([CH3:40])[CH3:39])=[O:35])[C:9](=[O:32])[C:10]2[CH:11]=[CH:12][C:13]([NH:16][C:17](=[O:31])[CH2:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=3[C:27]([F:29])([F:28])[F:30])=[CH:14][CH:15]=2)=[CH:5][CH:4]=1)=[NH:2]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 71076634tert-butyl 2-(N-(4-cyanobenzyl)-4-(2-(4-methoxy-2-(trifluoromethyl)phenyl)acetamido)benzamido)acetate

生成物 1

HCID 178490478HCID 178490478、化合物収率 44%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Prepared using General Procedure 19: To a stirring solution of tert-butyl 2-(N-(4-cyanobenzyl)-4-(2-(4-methoxy-2-(trifluoromethyl)phenyl)acetamido)benzamido)acetate INT-32 (229 mg, 0.394 mmol) in DMF (3 mL) were added triethylamine (142 μl, 0.984 mmol) and hydroxylamine hydrochloride (68.4 mg, 0.984 mmol). After stirring at room temperature for 72 h, the reaction mixture was diluted with water (50 mL) and extracted with DCM (3×20 mL). The organics were dried over MgSO4 and evaporated. The crude product was purified by column chromatography (MeOH/DCM) to yield 107 mg (44%) of tert-butyl 2-(N-(4-(N-hydroxycarbamimidoyl)benzyl)-4-(2-(4-methoxy-2-(trifluoromethyl)phenyl)acetamido)benzamido)acetate INT-33. LCMS-ESI (m/z) calculated for C31H33F3N4O6: 614; found 615 [M+H]+, tR=1.70 min (Method 10).

後処理

  1. customPrepared
  2. extractionextracted with DCM (3×20 mL)
  3. dry with materialThe organics were dried over MgSO4
  4. customevaporated
  5. customThe crude product was purified by column chromatography (MeOH/DCM)

出典と根拠

ORDレコード
ord-2a0ac798b75043368fb9b4e12120f72c
出典データセット
uspto-grants-2016_03
特許番号
US09278910B2

反応ノート

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