Sodium Carbonate → [4-({2-[(3,5-Diamino-6-chloro-pyrazine-2-carbonyl)-amino]-ethyl}-methyl-amino)-butyl]-carbamic acid tert-butyl ester

HRID 882919노트

반응식

HRID 882919 반응식
[CH3:1][NH:2][CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:13]([NH2:14])=[N:12][C:11]([NH2:15])=[C:10]([Cl:16])[N:9]=1)=[O:7].[C:17]([NH:24][CH2:25][CH2:26][CH2:27][CH2:28]Br)([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18].C(=O)([O-])[O-].[Na+].[Na+]>CN(C=O)C>[C:20]([O:19][C:17](=[O:18])[NH:24][CH2:25][CH2:26][CH2:27][CH2:28][N:2]([CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:13]([NH2:14])=[N:12][C:11]([NH2:15])=[C:10]([Cl:16])[N:9]=1)=[O:7])[CH3:1])([CH3:23])([CH3:22])[CH3:21]

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 10868765tert-butyl N-(4-bromobutyl)carbamateHCID 198618223,5-diamino-6-chloro-N-(2-methylaminoethyl)pyrazine-2-carboxamide2회

생성물 1

HCID 86656659[4-({2-[(3,5-Diamino-6-chloro-pyrazine-2-carbonyl)-amino]-ethyl}-methyl-amino)-butyl]-carbamic acid tert-butyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture comprising 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid (2-methylamino-ethyl)-amide (Intermediate E) (0.5 g, 2.0 mmol) and 4-(Boc-amino)butyl bromide (0.8 g, 3.1 mmol) in DMF (5 mL) is added sodium carbonate (0.4 g, 4.0 mmol). The resulting mixture is heated at reflux for 3 h and then allowed to cool to RT, filtered and concentrated in vacuo. The crude product is dissolved in DCM and filtered to remove any undissolved impurities. The filtrate is concentrated in vacuo to yield the title compound which is used in the next step without further purification.

후처리

  1. temperatureThe resulting mixture is heated
  2. temperatureat reflux for 3 h
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. dissolutionThe crude product is dissolved in DCM
  6. filtrationfiltered
  7. customto remove any undissolved impurities
  8. concentrationThe filtrate is concentrated in vacuo

출처 및 근거

ORD 기록
ord-82c095b8ca174f94b85ea27c8d891d9b
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08236808B2

반응 노트

불러오는 중…