Triethylamine → 2-(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl]-1-(4,5,7,8-tetrahydro-thiazolo[4,5-d]azepin-6-yl)-ethanone

HRID 239195ノート

反応式

HRID 239195 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[N:10]([CH2:20][C:21]([OH:23])=O)[N:9]=2)=[CH:4][CH:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C.[S:55]1[C:64]2[CH2:63][CH2:62][NH:61][CH2:60][CH2:59][C:58]=2[N:57]=[CH:56]1>CN(C=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[N:10]([CH2:20][C:21]([N:61]3[CH2:62][CH2:63][C:64]4[S:55][CH:56]=[N:57][C:58]=4[CH2:59][CH2:60]3)=[O:23])[N:9]=2)=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 8471Triethylamine2 回HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 226207475,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepineHCID 86686517(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acid

生成物 1

HCID 866865262-(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl]-1-(4,5,7,8-tetrahydro-thiazolo[4,5-d]azepin-6-yl)-ethanone収率 52.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

32 mg (3,5-bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acid was dissolved in 1.5 mL DMF. 32 mg HATU and 15 μL triethylamine were added to this solution and the mixture was stirred for 5 min. at RT. Then, 15 mg 5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepine and 15 μL triethylamine in 0.5 mL DMF were added. The mixture was stirred over night at RT. The reaction solution was purified by HPLC to yield 23 mg of the desired compound.

後処理

  1. stirringThe mixture was stirred over night at RT
  2. customThe reaction solution was purified by HPLC

出典と根拠

ORDレコード
ord-cccc04aefb904ff68999af71984b4f8a
出典データセット
uspto-grants-2014_02
特許番号
US08642774B2

反応ノート

読み込み中…