4-Methylmorpholine → HCID 86656656, 화합물

HRID 882913노트

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HRID 882913 반응식
[NH2:1][C:2]1[C:3]([C:10]([OH:12])=O)=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN1CCOCC1.C(OC(=O)[NH:50][C@H:51]([CH2:59][NH2:60])[CH2:52][C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)(C)(C)C>CN(C=O)C>[NH2:50][C@@H:51]([CH2:52][C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)[CH2:59][NH:60][C:10]([C:3]1[C:2]([NH2:1])=[N:7][C:6]([NH2:8])=[C:5]([Cl:9])[N:4]=1)=[O:12]

참가 물질

6

반응물 4

HCID 79724-MethylmorpholineHCID 64521193,5-Diamino-6-chloro-pyrazine acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 10422234(S)-tert-Butyl (1-amino-3-phenylpropan-2-yl)carbamate

생성물 1

HCID 86656656HCID 86656656, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid (0.225 g, 1.2 mmol) and HATU (0.46 g, 1.2 mmol) in DMF (10 mL) is added N-methylmorpholine (0.53 mL, 4.8 mmol) and ((S)-1-aminomethyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester (0.3 g, 1.2 mmol) and the resulting yellow solution is stirred at RT for 18 h. The solvent is removed in vacuo and the residue is diluted with water (10 mL). The precipitate which forms is collected by filtration and dissolved in DCM (5 mL). TFA (1 mL) is added and the solution stirred at RT for 1 h. The solvent is removed in vacuo, and the residue is purified by reverse phase chromatography (Isolute™ C18, 0-100% acetonitrile in water with 0.1% TFA) to yield the title compound. [M+H]+ 321

후처리

  1. customThe solvent is removed in vacuo
  2. additionthe residue is diluted with water (10 mL)
  3. filtrationThe precipitate which forms is collected by filtration
  4. dissolutiondissolved in DCM (5 mL)
  5. additionTFA (1 mL) is added
  6. stirringthe solution stirred at RT for 1 h
  7. customThe solvent is removed in vacuo
  8. customthe residue is purified by reverse phase chromatography (Isolute™ C18, 0-100% acetonitrile in water with 0.1% TFA)

출처 및 근거

ORD 기록
ord-8365cdb8f39e4fb2bda35053084c7b70
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08236808B2

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