Potassium Carbonate → 2-(2-(3-Tert-butyl-4-formyl-1H-pyrazol-1-yl)acetamido)-N-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

HRID 1162773노트

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HRID 1162773 반응식
[C:1]([C:5]1[C:9]([CH:10]=[O:11])=[CH:8][NH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].Br[CH2:13][C:14]([NH:16][C:17]1[S:21][C:20]2[CH2:22][CH2:23][CH2:24][CH2:25][C:19]=2[C:18]=1[C:26]([NH:28][CH3:29])=[O:27])=[O:15].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:1]([C:5]1[C:9]([CH:10]=[O:11])=[CH:8][N:7]([CH2:13][C:14]([NH:16][C:17]2[S:21][C:20]3[CH2:22][CH2:23][CH2:24][CH2:25][C:19]=3[C:18]=2[C:26]([NH:28][CH3:29])=[O:27])=[O:15])[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 595204732-(2-bromoacetamido)-N-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamideHCID 178441973HCID 178441973, 화합물

생성물 1

HCID 595205172-(2-(3-Tert-butyl-4-formyl-1H-pyrazol-1-yl)acetamido)-N-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide수율 91%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

3-Tert-butyl-1H-pyrazole-4-carbaldehyde (150 mg, 0.986 mmol), 2-(2-bromoacetamido)-N-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (490 mg, 1.478 mmol) and potassium carbonate (545 mg, 3.94 mmol) were mixed with DMF (5 mL) and heated for 3 h at 60° C. The reaction was partitioned between water and EtOAc. Organics were combined and purified by chromatography (0-60%, EtOAc/heptane) to give the title product as a white solid (360 mg, 0.894 mmol, 91%).

후처리

  1. customThe reaction was partitioned between water and EtOAc
  2. custompurified by chromatography (0-60%, EtOAc/heptane)

출처 및 근거

ORD 기록
ord-03fc124649734b3690d1364af4cb7bfe
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820707B2

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