Diisopropylethylamine → HCID 178502386、化合物

HRID 1411374ノート

反応式

HRID 1411374 の反応式
[CH3:1][C:2]1([CH3:8])[CH2:4][C@@H:3]1[C:5](O)=[O:6].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.Cl.Cl.Cl.Cl.[CH3:37][O:38][C:39](=[O:87])[NH:40][C@H:41]([C:45]([N:47]1[CH2:51][CH2:50][CH2:49][C@H:48]1[C:52]1[NH:53][CH:54]=[C:55]([C:57]2[CH:62]=[CH:61][C:60]([C:63]3[CH:68]=[CH:67][C:66]([NH:69][C:70]([C:72]4[CH:73]=[N:74][C:75]([N:78]5[CH2:83][C@H:82]([CH3:84])[NH:81][CH2:80][C@H:79]5[CH3:85])=[CH:76][CH:77]=4)=[O:71])=[C:65]([CH3:86])[N:64]=3)=[CH:59][CH:58]=2)[N:56]=1)=[O:46])[CH:42]([CH3:44])[CH3:43].C(N(CC)C(C)C)(C)C>CC(N(C)C)=O>[CH3:37][O:38][C:39](=[O:87])[NH:40][C@H:41]([C:45]([N:47]1[CH2:51][CH2:50][CH2:49][C@H:48]1[C:52]1[NH:53][CH:54]=[C:55]([C:57]2[CH:62]=[CH:61][C:60]([C:63]3[CH:68]=[CH:67][C:66]([NH:69][C:70]([C:72]4[CH:73]=[N:74][C:75]([N:78]5[CH2:83][C@H:82]([CH3:84])[N:81]([C:5]([C@H:3]6[CH2:4][C:2]6([CH3:8])[CH3:1])=[O:6])[CH2:80][C@H:79]5[CH3:85])=[CH:76][CH:77]=4)=[O:71])=[C:65]([CH3:86])[N:64]=3)=[CH:59][CH:58]=2)[N:56]=1)=[O:46])[CH:42]([CH3:44])[CH3:43]

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 10192561(1S)-2,2-Dimethylcyclopropane-1-carboxylic acidHCID 178502384HCID 178502384、化合物

生成物 1

HCID 178502386HCID 178502386、化合物収率 77.4%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

A mixture of (s)-(+)-2,2-dimethylcyclopropane carboxylic acid (2.13 mg, 0.019 mmol), and HATU (8.52 mg, 0.022 mmol) was stirred in DMA (1 mL) for 10 min and then [(S)-1-((S)-2-{4-[4-(5-{[6-((2R,5S)-2,5-dimethyl-piperazin-1-yl)-pyridine-3-carbonyl]-amino}-6-methyl-pyridin-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester 4 HCl (15 mg, 0.018 mmol; Preparation 59) and N,N-diisopropylethylamine (16.3 μL, 0.093 mmol) were added. The reaction mixture was stirred at RT overnight, concentrated by rotary evaporation, dissolved in 1:1 acetic acid:water (1.5 mL) and purified by reverse phase HPLC to provide the tri-TFA salt of the title compound (11 mg). m/z): [M+H]+ calcd for C44H55N9O5 790.43 found 790.4.

後処理

  1. concentrationconcentrated by rotary evaporation
  2. dissolutiondissolved in 1:1 acetic acid
  3. customwater (1.5 mL) and purified by reverse phase HPLC

出典と根拠

ORDレコード
ord-8212e8fb00304e4bae362799a1e68cf8
出典データセット
uspto-grants-2014_12
特許番号
US08921372B2

反応ノート

読み込み中…