4-Methylmorpholine → HCID 178508421、化合物

HRID 2173713ノート

反応式

HRID 2173713 の反応式
[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

参加物

7

反応物 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 acid2 回HCID 178507695HCID 178507695、化合物2 回

生成物 1

HCID 178508421HCID 178508421、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1ccc1d91666f48ed8158f52af3d6f8de
出典データセット
uspto-grants-2015_06
特許番号
US09056867B2

反応ノート

読み込み中…