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2-(3-Methyl-1,2,4-oxadiazol-5-yl)benzoic acid → 2-(3-Methyl-1,2,4-oxadiazol-5-yl)-N-[(1S,2S)-2-methyl-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]benzamide

HRID 1750704
ノート
印刷プレビュー

反応式

HRID 1750704 の反応式
C[C@]1(NC2C=NC(C(F)(F)F)=CN=2)CCC[C@@H]1NC(C1C(C2N=CC=CN=2)=CC=CN=1)=O.[CH3:33][C@:34]1([NH:40][C:41]2[CH:46]=[N:45][C:44]([C:47]([F:50])([F:49])[F:48])=[CH:43][N:42]=2)[CH2:38][CH2:37][CH2:36][C@@H:35]1[NH2:39].[CH3:51][C:52]1[N:56]=[C:55]([C:57]2[CH:65]=[CH:64][CH:63]=[CH:62][C:58]=2[C:59](O)=[O:60])[O:54][N:53]=1>>[CH3:51][C:52]1[N:56]=[C:55]([C:57]2[CH:65]=[CH:64][CH:63]=[CH:62][C:58]=2[C:59]([NH:39][C@H:35]2[CH2:36][CH2:37][CH2:38][C@:34]2([CH3:33])[NH:40][C:41]2[CH:46]=[N:45][C:44]([C:47]([F:50])([F:48])[F:49])=[CH:43][N:42]=2)=[O:60])[O:54][N:53]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 231463052-(3-Methyl-1,2,4-oxadiazol-5-yl)benzoic acidHCID 118308048(1S,2S)-1-Methyl-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine2 回HCID 118308050N-[(1S,2S)-2-Methyl-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]-3-(pyrimidin-2-yl)pyridine-2-carboxamide

生成物 1

HCID 1183083062-(3-Methyl-1,2,4-oxadiazol-5-yl)-N-[(1S,2S)-2-methyl-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]benzamide

実験手順

Prepared according to the procedure for N-[(1S,2S)-2-methyl-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]-3-(pyrimidin-2-yl)pyridine-2-carboxamide (Example 144) from (1S,2S)-1-methyl-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine (Intermediate 25; 190 mg, 0.73 mmol) and 2-(3-methyl-1,2,4-oxadiazol-5-yl)benzoic acid (CAS number 475105-77-2; 179 mg, 0.88 mmol). After work-up, the crude material was loaded directly on to a cation/anion mixed mode cartridge, eluted with DCM and concentrated in vacuo. This was then recrystallised from MTBE to afford the title compound.

後処理

  1. customPrepared
  2. additionmixed mode cartridge
  3. washeluted with DCM
  4. concentrationconcentrated in vacuo
  5. customThis was then recrystallised from MTBE

出典と根拠

ORDレコード
ord-d71218aa8e1e4d3b9d1e5769e2a22a0d
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09156829B2

反応ノート

読み込み中…

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