Triethylamine → Methyl 4-(1-(5-chloro-2-(3-(3-fluorophenoxy)azetidin-1-yl)nicotinamido)cyclopropyl)benzoate

HRID 72496ノート

反応式

HRID 72496 の反応式
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:11]2[CH2:14][CH:13]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=3)[CH2:12]2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.O.ON1C2C=CC=CC=2N=N1.Cl.[NH2:35][C:36]1([C:39]2[CH:48]=[CH:47][C:42]([C:43]([O:45][CH3:46])=[O:44])=[CH:41][CH:40]=2)[CH2:38][CH2:37]1.C(N(CC)CC)C>CN(C)C=O.O>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:11]2[CH2:12][CH:13]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=3)[CH2:14]2)=[C:6]([CH:10]=1)[C:7]([NH:35][C:36]1([C:39]2[CH:48]=[CH:47][C:42]([C:43]([O:45][CH3:46])=[O:44])=[CH:41][CH:40]=2)[CH2:38][CH2:37]1)=[O:9]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 66824369Methyl 4-(1-aminocyclopropyl)benzoate hydrochlorideHCID 679588615-Chloro-2-(3-(3-fluorophenoxy)azetidin-1-yl)nicotinic acid

生成物 1

HCID 67958155Methyl 4-(1-(5-chloro-2-(3-(3-fluorophenoxy)azetidin-1-yl)nicotinamido)cyclopropyl)benzoate収率 89%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

A mixture of 5-chloro-2-(3-(3-fluorophenoxy)azetidin-1-yl)nicotinic acid (D103) (30 g, 0.0929 mol), 1-Hydroxybenzotriazole hydrate (14.2 g, 0.0929 mol) 1-Ethyl-3-(3-dimethyllaminopropyl)carbodiimide hydrochloride (26.7 g, 0.1394 mol) in dimethylformamide (230 ml) was stirred 40 min at room temperature. A solution of methyl 4-(1-aminocyclopropyl)benzoate (D7) (21.16 g, 0.0929 mol) and triethylamine (12.94 ml, 0.0929 mol) in dimethylformamide (75 ml) was added and the resulting mixture was stirred 3 hours at room temperature. Water (500 ml) was added and the formed precipitate was filtered off and washed with water. After drying it afford the title compound (D151) (41 g)

後処理

  1. stirringthe resulting mixture was stirred 3 hours at room temperature
  2. filtrationthe formed precipitate was filtered off
  3. washwashed with water
  4. customAfter drying it

出典と根拠

ORDレコード
ord-be67b26db4824e70beafe0087624a3a3
出典データセット
uspto-grants-2014_09
特許番号
US08828987B2

反応ノート

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