Diisopropylethylamine → Methyl 4-({[4-(bromomethyl)phenyl](cyclopentyl)acetyl}amino)-2,3-dihydro-1H-indene-2-carboxylate

HRID 877181노트

반응식

HRID 877181 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH:5]([C:11]([O:13][CH3:14])=[O:12])[CH2:6]2.C(N(CC)C(C)C)(C)C.[Br:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]([CH:36]2[CH2:40][CH2:39][CH2:38][CH2:37]2)[C:33](Cl)=[O:34])=[CH:28][CH:27]=1.C(=O)(O)[O-].[Na+]>C1COCC1>[Br:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]([CH:36]2[CH2:40][CH2:39][CH2:38][CH2:37]2)[C:33]([NH:1][C:2]2[CH:10]=[CH:9][CH:8]=[C:7]3[C:3]=2[CH2:4][CH:5]([C:11]([O:13][CH3:14])=[O:12])[CH2:6]3)=[O:34])=[CH:28][CH:27]=1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 53350286Methyl 4-amino-2,3-dihydro-1H-indene-2-carboxylateHCID 58136560[4-(Bromomethyl)phenyl](cyclopentyl)acetyl chloride

생성물 1

HCID 58136756Methyl 4-({[4-(bromomethyl)phenyl](cyclopentyl)acetyl}amino)-2,3-dihydro-1H-indene-2-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

235 mg (1.228 mmol) of methyl 4-amino-2,3-dihydro-1H-indene-2-carboxylate (racemic; Example 88A) were dissolved in 10 ml of THF, and 428 mg (4.911 mmol) of N,N-diisopropylethylamine and 388 mg (1.228 mmol) of [4-(bromomethyl)phenyl](cyclopentyl)acetyl chloride were added at 0° C. The mixture was stirred at 0° C. for 30 min. Saturated aqueous sodium bicarbonate solution was then added, and the mixture was extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated on a rotary evaporator. This gave 577 mg of the title compound.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe combined organic phases were dried over sodium sulfate
  3. concentrationconcentrated on a rotary evaporator

출처 및 근거

ORD 기록
ord-499424dea51143b69714a7ff30b7fda4
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987256B2

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