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1,2-Dichloroethane → [2-(2-Amino-3-methoxy-phenylcarbamoyl)-ethyl]-methyl-carbamic acid tert.-butyl ester

HRID 220250
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HRID 220250 반응식
[C:1]([O:5][C:6](C(NC)(C)C(O)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[CH2:16][N:17]([CH:21](C)C)C(C)C.C1C=CC2N([OH:33])N=NC=2C=1.[CH3:34][O:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([NH2:42])[C:37]=1[NH2:43].[CH2:44](Cl)[CH2:45]Cl>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:1]([O:5][C:6](=[O:7])[N:17]([CH2:21][CH2:44][C:45](=[O:33])[NH:42][C:38]1[CH:39]=[CH:40][CH:41]=[C:36]([O:35][CH3:34])[C:37]=1[NH2:43])[CH3:16])([CH3:2])([CH3:3])[CH3:4]
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참가 물질

8

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 1842683-Methoxybenzene-1,2-diamineHCID 86641926Tert.-butoxycarbonyl-methylamino-propanoic acid

생성물 1

HCID 68411798[2-(2-Amino-3-methoxy-phenylcarbamoyl)-ethyl]-methyl-carbamic acid tert.-butyl ester

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 1.35 g of tert.-butoxycarbonyl-methylamino-propanoic acid in 50 mL DCM were added 3.4 mL of DIPEA, 81 mg of DMAP, 1.0 g of HOBt, 1.5 g of EDC and 0.91 g of 3-methoxybenzene-1,2-diamine. The resulting mixture was stirred at rt for 3 h and then quenched with water. The organic phase was washed with sat. aq. NaHCO3, dried over MgSO4 and concentrated on vacuo to yield 2.9 g of [2-(2-amino-3-methoxy-phenylcarbamoyl)-ethyl]-methyl-carbamic acid tert.-butyl ester as brown oil.

후처리

  1. customquenched with water
  2. washThe organic phase was washed with sat. aq. NaHCO3
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated on vacuo

출처 및 근거

ORD 기록
ord-39e36709953048d28651a2f8cb4122a3
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08202885B2

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