Triethylamine → HCID 178490478, 화합물

HRID 923568노트

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HRID 923568 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 178490478HCID 178490478, 화합물수율 44%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-2a0ac798b75043368fb9b4e12120f72c
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278910B2

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