Cesium carbonate → HCID 68816272, 화합물

HRID 735020노트

반응식

HRID 735020 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].I[C:8]1[CH:13]=[CH:12][C:11]([C:14]2([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH2:16][CH2:15]2)=[CH:10][CH:9]=1.[Cl:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2[CH:37]=[CH:36][C:35]([NH:38][C:39](=[O:42])[C:40]#[CH:41])=[CH:34][CH:33]=2)=[CH:28][CH:27]=1>C1COCC1.[Cu]I>[Cl:25][C:26]1[CH:27]=[CH:28][C:29]([C:32]2[CH:37]=[CH:36][C:35]([NH:38][C:39](=[O:42])[C:40]#[C:41][C:8]3[CH:13]=[CH:12][C:11]([C:14]4([NH:17][C:18]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:24])[CH2:16][CH2:15]4)=[CH:10][CH:9]=3)=[CH:34][CH:33]=2)=[CH:30][CH:31]=1

참가 물질

6

반응물 3

HCID 10796Cesium carbonateHCID 59019959tert-Butyl (1-(4-iodophenyl)cyclopropyl)carbamateHCID 86060771Propynoic acid-(4'-chlorobiphenyl-4-yl)amide

생성물 1

HCID 68816272HCID 68816272, 화합물

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 8028Tetrahydrofuran용매

실험 절차

1.4 g (4.2 mmol) of cesium carbonate and 0.5 g (1.4 mmol) of tert-butyl [1-(4-iodophenyl)cyclopropyl]carbamate are placed in 20 mL of THF and cooled to −15° C. in the ice/methanol bath, rinsed with argon, and degassed. To this reaction mixture is added successively 160 mg (0.14 mmol) of tetrakistriphenylphosphine palladium and 30 mg (0.158 mmol) of copper (I) iodide and the mixture is again degassed. 0.5 g (1.4 mmol) of propynoic acid-(4′-chlorobiphenyl-4-yl)amide is finally added. The mixture is stirred for 24 hours at ambient temperature and the reaction mixture is then evaporated down. The residue is triturated with water and ethyl acetate, suction filtered, washed with ethyl acetate, and dried in the air. Yield: 0.4 g (59% of theory); C29H27ClN2O3 (M=486.99); calc.: molecular ion peak (M+H)+: 487/89 (Cl); found: molecular ion peak (M+H)+: 487/89 (Cl); Rf value: 0.62 (silica gel, cyclohexane/ethyl acetate (1:1)).

후처리

  1. washrinsed with argon
  2. customdegassed
  3. customthe mixture is again degassed
  4. customthe reaction mixture is then evaporated down
  5. customThe residue is triturated with water and ethyl acetate, suction
  6. filtrationfiltered
  7. washwashed with ethyl acetate
  8. customdried in the air

출처 및 근거

ORD 기록
ord-7827551ac0e84c6aa6b7c7dbc7a85bef
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592373B2

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