4-Phenylbutyric Acid → N-(4-nitrophenyl)isoindoline-2-carboxamide

HRID 624119ノート

反応式

HRID 624119 の反応式
NC1C=CC([NH:8][C:9]([N:11]2[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12]2)=[O:10])=CC=1.C1(CCCC(O)=[O:30])C=CC=CC=1.O.[OH:33][N:34]1[C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][C:37]=2N=N1.CN1CCOCC1.Cl.CN(C)CCCN=C=NCC>CN(C)C=O.O>[N+:34]([C:38]1[CH:37]=[CH:42][C:41]([NH:8][C:9]([N:11]2[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12]2)=[O:10])=[CH:40][CH:39]=1)([O-:33])=[O:30]

参加物

8

反応物 5

HCID 47754-Phenylbutyric AcidHCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 62231518N-(4-aminophenyl)isoindoline-2-carboxamide

生成物 1

HCID 68754770N-(4-nitrophenyl)isoindoline-2-carboxamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of N-(4-aminophenyl)isoindoline-2-carboxamide (100 mg, 0.395 mmol), 4-phenylbutanoic acid (78 mg, 0.474 mmol), 1-hydroxybenzotriazole hydrate (66.5 mg, 0.434 mmol) and N-methylmorpholine (0.109 ml, 0.987 mmol) in N,N-dimethylformamide (1.771 ml) at room temperature was treated with N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (136 mg, 0.711 mmol). The mixture was stirred overnight and diluted with water (10 ml); the resulting suspension was filtered with water washes to give after drying product with an impurity. This solid was suspended in 2% methanol/dichloromethane and filtered to provide the title compound.

後処理

  1. filtrationthe resulting suspension was filtered with water
  2. customto give
  3. customafter drying product with an impurity
  4. filtrationfiltered

出典と根拠

ORDレコード
ord-42a4c9cf6a484ac283009c3f3719d8e2
出典データセット
uspto-grants-2016_04
特許番号
US09302989B2

反応ノート

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