4-Methylmorpholine → HCID 178508421, 화합물

HRID 2173713노트

반응식

HRID 2173713 반응식
[NH2:1][C:2]1[C:3]([C:13]([OH:15])=O)=[N:4][C:5]([Br:12])=[C:6]([C:8]([F:11])([F:10])[F:9])[N:7]=1.[N:16]1([CH2:22][C:23]2[CH:27]=[C:26]([NH2:28])[NH:25][N:24]=2)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN1CCOCC1>CN(C=O)C.O>[N:16]1([CH2:22][C:23]2[CH:27]=[C:26]([NH:28][C:13]([C:3]3[C:2]([NH2:1])=[N:7][C:6]([C:8]([F:9])([F:10])[F:11])=[C:5]([Br:12])[N:4]=3)=[O:15])[NH:25][N:24]=2)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1

참가 물질

7

반응물 4

HCID 79724-MethylmorpholineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 584422963-Amino-6-bromo-5-trifluoromethyl-pyrazine-2-carboxylic acid2회HCID 178507695HCID 178507695, 화합물2회

생성물 1

HCID 178508421HCID 178508421, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A mixture, comprising 3-amino-6-bromo-5-trifluoromethyl-pyrazine-2-carboxylic acid (Intermediate 2)(0.349 g, 1.221 mmol), 3-(piperidin-1-ylmethyl)-1H-pyrazol-5-amine (Intermediate 8) (0.220 g, 1.221 mmol), HATU (0.464 g, 1.221 mmol) and N-methylmorpholine (0.241 ml, 2.441 mmol) in DMF (5 ml) was stirred for 30 minutes at RT. The reaction mixture was diluted with water (20 ml) and the resulting yellow precipitate was filtered under vacuum and washed with water (20 ml). The resulting residue was loaded onto a SCX-2 cartridge eluting with MeOH followed by 7M NH3 in MeOH. The methanolic ammonia fractions were concentrated in vacuo and the residue was triturated with EtOAc/iso-hexane to yield the title compound.

후처리

  1. filtrationthe resulting yellow precipitate was filtered under vacuum
  2. washwashed with water (20 ml)
  3. washeluting with MeOH
  4. concentrationThe methanolic ammonia fractions were concentrated in vacuo
  5. customthe residue was triturated with EtOAc/iso-hexane

출처 및 근거

ORD 기록
ord-1ccc1d91666f48ed8158f52af3d6f8de
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09056867B2

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