1,2-Dichloroethane → HCID 69299464, 화합물

HRID 2196506

반응식

HRID 2196506 반응식
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([NH:7][NH2:8])=[O:6].[C:13]([O:17][C:18]([NH:20][C@@H:21]([CH3:43])[C:22]([NH:24][CH2:25][C:26]1[S:30][CH:29]=[C:28]([N:31]2[C:35]([C:36](O)=[O:37])=[CH:34][C:33]([C:39]([F:42])([F:41])[F:40])=[N:32]2)[CH:27]=1)=[O:23])=[O:19])([CH3:16])([CH3:15])[CH3:14].C(Cl)CCl>ClCCl.CN(C1C=CN=CC=1)C>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([NH:7][NH:8][C:36]([C:35]1[N:31]([C:28]2[CH:27]=[C:26]([CH2:25][NH:24][C:22](=[O:23])[C@@H:21]([NH:20][C:18](=[O:19])[O:17][C:13]([CH3:16])([CH3:14])[CH3:15])[CH3:43])[S:30][CH:29]=2)[N:32]=[C:33]([C:39]([F:40])([F:42])[F:41])[CH:34]=1)=[O:37])=[O:6]

참가 물질

6

반응물 3

HCID 111,2-Dichloroethane2회HCID 24051o-AnisohydrazideHCID 69298555(S)-1-(5-((2-(tert-butoxycarbonylamino)propanamido)methyl)thiophen-3-yl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

생성물 1

HCID 69299464HCID 69299464, 화합물

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-methoxybenzhydrazide (0.040 g, 0.238 mmol) and compound 7 (preparation described in scheme 2 example 1c, step 7) (0.11 g, 0.238 mmol) in dichloromethane (2 mL) under nitrogen was added EDC (0.046 g, 0.238 mmol) followed by DMAP (5.81 mg, 0.048 mmol). The reaction was left to stir for 16 hours at room temperature. Another portion of EDC (20 mg, 0.104 mmol) was added and the reaction continued for 4 hours. The solvent was then removed on the rotary evaporator and the crude purified by silica gel column chromatography with a Biotage 12M column and a gradient of 0-5% methanol in dichloromethane to give compound 16 as a yellow crust (73.7 mg, 51%). LRMS (ESI): calc. 610.2; found 511.2 (MH-Boc)+, 633.3 (MNa)+.

후처리

  1. waitThe reaction was left
  2. waitthe reaction continued for 4 hours
  3. customThe solvent was then removed on the rotary evaporator
  4. customthe crude purified by silica gel column chromatography with a Biotage 12M column

출처 및 근거

ORD 기록
ord-3be6066b3be546068e08e9123ac6a100
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338437B2

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