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4-Butoxybenzoic acid → HCID 11524913、化合物

HRID 1695522
ノート
印刷プレビュー

反応式

HRID 1695522 の反応式
[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.C(N(C(C)C)C(C)C)C.[C@H:32]1([CH2:42][O:43][C:44]2[CH:49]=[CH:48][C:47]([NH2:50])=[CH:46][CH:45]=2)[C@@H:41]2[N:36]([CH2:37][CH2:38][CH2:39][CH2:40]2)[CH2:35][CH2:34][CH2:33]1.[CH2:51]([O:55][C:56]1[CH:64]=[CH:63][C:59]([C:60](O)=[O:61])=[CH:58][CH:57]=1)[CH2:52][CH2:53][CH3:54]>CN(C=O)C.C(=O)(O)[O-].[Na+].C(OCC)(=O)C>[CH2:51]([O:55][C:56]1[CH:57]=[CH:58][C:59]([C:60]([NH:50][C:47]2[CH:48]=[CH:49][C:44]([O:43][CH2:42][C@H:32]3[C@@H:41]4[N:36]([CH2:37][CH2:38][CH2:39][CH2:40]4)[CH2:35][CH2:34][CH2:33]3)=[CH:45][CH:46]=2)=[O:61])=[CH:63][CH:64]=1)[CH2:52][CH2:53][CH3:54]
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 4

HCID 729714-Butoxybenzoic acidHCID 81531DiisopropylethylamineHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 66879100HCID 66879100、化合物

生成物 1

HCID 11524913HCID 11524913、化合物

試薬・触媒・溶媒 3

HCID 6228
Dimethylformamide
溶媒
HCID 8857Ethyl Acetate溶媒
HCID 516892Sodium Bicarbonate溶媒

実験手順

TOTU (78 mg) and ethyldiisopropylamine (31 mg), followed by 4-[(1R,9aR)-1-(octahydroquinolizin-1-yl)methoxy]phenylamine (62 mg), were added to a solution of 4-butoxybenzoic acid (46.4 mg) in DMF (2 ml) at 0° C. After a reaction time of three hours at room temperature, the mixture was diluted with sodium bicarbonate solution and ethyl acetate. After separation of the phases, the aqueous phase was extracted with ethyl acetate, and the combined organic phases were dried over magnesium sulfate and concentrated. The residue was purified by preparative HPLC. The product with the molecular weight of 436.60 (C27H36N2O3); MS (ESI): 437 (M+H+) was obtained in this way.

後処理

  1. customAfter separation of the phases
  2. extractionthe aqueous phase was extracted with ethyl acetate
  3. dry with materialthe combined organic phases were dried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by preparative HPLC
  6. customMS (ESI): 437 (M+H+) was obtained in this way

出典と根拠

ORDレコード
ord-fc6fa48afc054918a731041046f8dafe
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163741B2

反応ノート

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