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llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
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1-Boc-Azetidine-3-carboxylic acid → tert-Butyl 3-[({5-[(6,7-dichloro-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-4-yl)methyl]-2-fluorophenyl}amino)carbonyl]azetidine-1-carboxylate

HRID 1172798
ノート
印刷プレビュー

反応式

HRID 1172798 の反応式
[C:1]([N:8]1[CH2:11][CH:10]([C:12]([OH:14])=O)[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.FC(F)(F)C([O-])=O.[Cl:46][C:47]1[N:51]2[C:52]([CH2:57][C:58]3[CH:59]=[CH:60][C:61]([F:65])=[C:62]([NH3+:64])[CH:63]=3)=[CH:53][NH:54][C:55](=[O:56])[C:50]2=[CH:49][C:48]=1[Cl:66]>CN(C1C=CN=CC=1)C.CN(C=O)C.O.CC#N>[Cl:46][C:47]1[N:51]2[C:52]([CH2:57][C:58]3[CH:59]=[CH:60][C:61]([F:65])=[C:62]([NH:64][C:12]([CH:10]4[CH2:9][N:8]([C:1]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2])[CH2:11]4)=[O:14])[CH:63]=3)=[CH:53][NH:54][C:55](=[O:56])[C:50]2=[CH:49][C:48]=1[Cl:66]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 3

HCID 27559811-Boc-Azetidine-3-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 866334295-[(6,7-Dichloro-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-4-yl)methyl]-2-fluorobenzenaminium trifluoroacetate

生成物 1

HCID 86633428tert-Butyl 3-[({5-[(6,7-dichloro-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-4-yl)methyl]-2-fluorophenyl}amino)carbonyl]azetidine-1-carboxylate

試薬・触媒・溶媒 4

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 6342Acetonitrile溶媒

実験手順

A solution of 1-Boc-Azetidine-3-carboxilic acid (1.35 eq), HATU (1.35 eq) and DMAP (1.35 eq) in DMF (0.1 M) was stirred at RT for 20 min and then Example 14, N2 (1 eq) was added. The mixture was stirred overnight at RT and the product was isolated by purification by prep RP-HPLC using H2O (+0.1% TFA) and MeCN (+0.1% TFA) as eluents (C18 column). The desired fractions were evaporated to afford the desired compound. 1H NMR (300 MHz, DMSO-d6) δ: 10.89 (1H, d, J=5.6 Hz), 9.80 (1H, s), 7.78-7.69 (1H, m), 7.23-7.14 (2H, m), 7.00-6.91 (1H, m), 6.52 (1H, d, J=5.8 Hz), 4.31 (2H, s), 4.00-3.85 (3H, m), 3.62-3.49 (1H, m), 1.38 (9H, s). MS (ES) C23H23Cl2FN4O4 requires: 508, found: 509 (M+H)+.

後処理

  1. customthe product was isolated by purification by prep RP-HPLC
  2. customThe desired fractions were evaporated

出典と根拠

ORDレコード
ord-6298f028900d4d718404328df46307fe
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07834015B2

反応ノート

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