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

HRID 220250

反応式

HRID 220250 の反応式
[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]

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-39e36709953048d28651a2f8cb4122a3
出典データセット
uspto-grants-2012_06
特許番号
US08202885B2

関連ノート

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