Diisopropylethylamine → Thiazole-5-carboxylic acid {(S)-1-[4-(5-methoxy-3,4-dihydro-1H-isoquinolin-2-ylmethyl)-phenyl]-ethyl}-amide

HRID 524017

反応式

HRID 524017 の反応式
[S:1]1[C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=[CH:2]1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.Cl.[CH3:41][O:42][C:43]1[CH:52]=[CH:51][CH:50]=[C:49]2[C:44]=1[CH2:45][CH2:46][N:47]([CH2:53][C:54]1[CH:59]=[CH:58][C:57]([C@@H:60]([NH2:62])[CH3:61])=[CH:56][CH:55]=1)[CH2:48]2>CN(C=O)C>[CH3:41][O:42][C:43]1[CH:52]=[CH:51][CH:50]=[C:49]2[C:44]=1[CH2:45][CH2:46][N:47]([CH2:53][C:54]1[CH:55]=[CH:56][C:57]([C@@H:60]([NH:62][C:6]([C:5]3[S:1][CH:2]=[N:3][CH:4]=3)=[O:8])[CH3:61])=[CH:58][CH:59]=1)[CH2:48]2

参加物

6

反応物 4

HCID 81531Diisopropylethylamine2 回HCID 84494Thiazole-5-carboxylic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 118939145(S)-1-[4-(5-methoxy-3,4-dihydro-1H-isoquinolin-2-ylmethyl)-phenyl]-ethylamine hydrochloride

生成物 1

HCID 118940320Thiazole-5-carboxylic acid {(S)-1-[4-(5-methoxy-3,4-dihydro-1H-isoquinolin-2-ylmethyl)-phenyl]-ethyl}-amide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

37 mg (0.29 mmol) Thiazole-5-carboxylic acid, 83 μl (0.48 mmol) DIPEA and 154 mg (0.481 mmol) TBTU in 0.5 mL DMF are stirred for 10 min at r.t. Then 80 mg (0.24 mmol) (S)-1-[4-(5-methoxy-3,4-dihydro-1H-isoquinolin-2-ylmethyl)-phenyl]-ethylamine hydrochloride (example XXXIII.2) in 1.0 mL DMF and 102 μl (0.601 mmol) DIPEA are added and the resulting mixture is stirred at r.t. for 2 h. After that time, the reaction is quenched by the addition of 200 μL water and purified by HPLC.

後処理

  1. customAfter that time, the reaction is quenched by the addition of 200 μL water
  2. custompurified by HPLC

出典と根拠

ORDレコード
ord-919344d79e4f4b58b33611b6e2031b26
出典データセット
uspto-grants-2016_05
特許番号
US09340510B2

関連ノート

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