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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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Triethylamine → 2-[1-[[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-methyl-N-[(1R)-1,2,3,4-tetrahydro-1-naphthalenyl]-4-thiazolecarboxamide

HRID 2043748
ノート
印刷プレビュー

反応式

HRID 2043748 の反応式
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]([CH2:12][C:13]([OH:15])=O)[N:4]=1.CCCP1(OP(CCC)(=O)OP(CCC)(=O)O1)=O.Cl.[CH3:37][N:38]([C@H:52]1[C:61]2[C:56](=[CH:57][CH:58]=[CH:59][CH:60]=2)[CH2:55][CH2:54][CH2:53]1)[C:39]([C:41]1[N:42]=[C:43]([CH:46]2[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]2)[S:44][CH:45]=1)=[O:40].C(N(CC)CC)C>C(OCC)(=O)C>[F:16][C:2]([F:1])([F:17])[C:3]1[CH:7]=[C:6]([C:8]([F:9])([F:10])[F:11])[N:5]([CH2:12][C:13]([N:49]2[CH2:50][CH2:51][CH:46]([C:43]3[S:44][CH:45]=[C:41]([C:39]([N:38]([CH3:37])[C@H:52]4[C:61]5[C:56](=[CH:57][CH:58]=[CH:59][CH:60]=5)[CH2:55][CH2:54][CH2:53]4)=[O:40])[N:42]=3)[CH2:47][CH2:48]2)=[O:15])[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 8471TriethylamineHCID 111923Propylphosphonic anhydrideHCID 67463124N-methyl-2-(4-piperidinyl)-N-[(1R)-1,2,3,4-tetrahydro-1-naphthalenyl]-4-thiazolecarboxamide monohydrochloride2 回HCID 866474523,5-bis-(trifluoromethyl)-1H-pyrazole-1-acetic acid2 回

生成物 1

HCID 86658940
2-[1-[[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-methyl-N-[(1R)-1,2,3,4-tetrahydro-1-naphthalenyl]-4-thiazolecarboxamide

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

A solution of 3,5-bis-(trifluoromethyl)-1H-pyrazole-1-acetic acid (190 mg, 0.73 mmol) (i.e. the product of Example 14, Step A) in ethyl acetate (5.0 mL) was treated with 1-propanephosphonic acid cyclic anhydride (50% solution in ethyl acetate, 1.0 mL, 1.6 mmol) and the reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was added to a stirred suspension of N-methyl-2-(4-piperidinyl)-N-[(1R)-1,2,3,4-tetrahydro-1-naphthalenyl]-4-thiazolecarboxamide monohydrochloride (i.e. the product of Example 6, Step C) (210 mg, 0.53 mmol), triethylamine (0.5 mL, 3.75 mmol) in ethyl acetate (5 mL). The reaction mixture was then stirred at room temperature for 12 h. The resulting suspension was concentrated in vacuo and purified by MPLC on silica gel using ethyl acetate/hexanes as eluant to give 110 mg of the title product, a compound of the present invention as an oil.

後処理

  1. stirringThe reaction mixture was then stirred at room temperature for 12 h
  2. concentrationThe resulting suspension was concentrated in vacuo
  3. custompurified by MPLC on silica gel

出典と根拠

ORDレコード
ord-504a755b1df84935a0459405b222c470
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08586611B2

反応ノート

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