3-Aminopropionitrile → N-(2,6-dichlorobenzoyl)-4-(2,6-dimethoxyphenyl)-L-phenylalanine N-(2-cyanoethyl)amide

HRID 24683

반응식

HRID 24683 반응식
[Cl:1][C:2]1[CH:31]=[CH:30][CH:29]=[C:28]([Cl:32])[C:3]=1[C:4]([NH:6][C@H:7]([C:25](O)=[O:26])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:20]([O:21][CH3:22])=[CH:19][CH:18]=[CH:17][C:16]=2[O:23][CH3:24])=[CH:11][CH:10]=1)=[O:5].C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[C:52]([CH2:54][CH2:55][NH2:56])#[N:53]>CN(C=O)C.O.C(Cl)CCl>[C:52]([CH2:54][CH2:55][NH:56][C:25](=[O:26])[C@H:7]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[C:20]([O:21][CH3:22])=[CH:19][CH:18]=[CH:17][C:16]=2[O:23][CH3:24])=[CH:13][CH:14]=1)[NH:6][C:4](=[O:5])[C:3]1[C:2]([Cl:1])=[CH:31][CH:30]=[CH:29][C:28]=1[Cl:32])#[N:53]

참가 물질

8

반응물 4

HCID 16473-AminopropionitrileHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 9912743(S)-2-(2,6-Dichlorobenzamido)-3-(2',6'-dimethoxy-[1,1'-biphenyl]-4-yl)propanoic acid

생성물 1

HCID 54074886N-(2,6-dichlorobenzoyl)-4-(2,6-dimethoxyphenyl)-L-phenylalanine N-(2-cyanoethyl)amide

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A solution of N-(2,6-dichlorobenzoyl)-4-(2,6-dimethoxyphenyl)-L-phenylalanine (0.17 g), HOBT (0.0.08 g), DIEA (0.19 mL) and 2-cyanoethylamine (0.03 mL) in DMF (5 mL) was stirred at room temperature under N2. EDC (0.14 g) was added after 10 min and the mixture was stirred at room temperature under N2. The mixture was diluted with water and extracted with EtOAc. The extract was washed successively with water, 1 N HCl, satd. NaHCO3 and brine, dried and evaporated to give 0.17 g of N-(2,6-dichlorobenzoyl)-4-(2,6-dimethoxyphenyl)-L-phenylalanine N-(2-cyanoethyl)amide. ESMS: m/z 526 (MH+).

후처리

  1. extractionextracted with EtOAc
  2. washThe extract was washed successively with water, 1 N HCl
  3. dry with materialNaHCO3 and brine, dried
  4. customevaporated

출처 및 근거

ORD 기록
ord-aff3e8797c4c4264b4026d0d5839a616
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855843B2

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