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Diisopropylethylamine → HCID 53329716、化合物

HRID 1029033
ノート
印刷プレビュー

反応式

HRID 1029033 の反応式
Cl.[NH2:2][C:3]1[C:12]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:19]3[C:27]([CH2:28][CH2:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:26][CH:25]=[CH:24][C:20]=3[C:21](O)=[O:22])[CH:9]=2)[N:4]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.Cl.[F:59][C@@H:60]1[CH2:64][CH2:63][NH:62][CH2:61]1.CCN(C(C)C)C(C)C>CN(C=O)C>[NH2:2][C:3]1[C:12]([N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:19]3[C:27]([CH2:28][CH2:29][C:30]([CH3:31])([CH3:32])[CH3:33])=[CH:26][CH:25]=[CH:24][C:20]=3[C:21]([N:62]3[CH2:63][CH2:64][C@@H:60]([F:59])[CH2:61]3)=[O:22])[CH:9]=2)[N:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 2759162(3R)-3-fluoropyrrolidine hydrochlorideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 71253315HCID 71253315、化合物

生成物 1

HCID 53329716HCID 53329716、化合物

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

A solution of 2-(2-amino-3-morpholinoquinolin-6-yl)-3-(3,3-dimethylbutyl)benzoic acid hydrochloride (168 mg, 0.357 mmol) and HATU (204 mg, 0.536 mmol) in DMF (5 mL) was stirred for 10 min at RT. (R)-(−)-3-fluoropyrrolidine hydrochloride (224 mg, 1.787 mmol) and 1,1′-dimethyltriethylamine (0.622 mL, 3.57 mmol) were added and the reaction mixture was allowed to stir overnight at RT. The reaction mixture was partitioned between water and ethyl acetate. The organic phase was separated, dried over MgSO4 and the solvent was removed under reduced pressure. The residue was purified by preparative HPLC (10-100% water with 0.1% TFA/CH3CN, 11 min). The obtained product was eluted on an SCX cartridge with MeOH followed by 2M NH3/MeOH. The basic fraction was concentrated to afford the titled compound as a white solid. MS (ESI, pos. ion) m/z: 505 (M+1).

後処理

  1. customThe reaction mixture was partitioned between water and ethyl acetate
  2. customThe organic phase was separated
  3. dry with materialdried over MgSO4
  4. customthe solvent was removed under reduced pressure
  5. customThe residue was purified by preparative HPLC (10-100% water with 0.1% TFA/CH3CN, 11 min)
  6. washThe obtained product was eluted on an SCX cartridge with MeOH
  7. concentrationThe basic fraction was concentrated

出典と根拠

ORDレコード
ord-f3f04fec83ec44d48fea81d6d1593184
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08735384B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート