Triethylamine → HCID 67041950, 화합물

HRID 2063202노트

반응식

HRID 2063202 반응식
C([C:9]1[C:10]([NH:14][C:15](=[O:34])[C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[C:18]([CH2:26][O:27][CH2:28][C:29]([F:32])([F:31])[F:30])[C:17]=2[Cl:33])=[N:11][O:12][N:13]=1)(=O)C1C=CC=CC=1.ClC1C(COCC(F)(F)F)=C(S(C)(=O)=O)C=CC=1[C:38](O)=[O:39].NC1C(C(C2C=CC=CC=2)=O)=NON=1.C(N(CC)CC)C.C(P1(=O)OP(=O)(CCC)OP(=O)(CCC)O1)CC>ClCCl.CN(C1C=CN=CC=1)C>[Cl:33][C:17]1[C:18]([CH2:26][O:27][CH2:28][C:29]([F:31])([F:30])[F:32])=[C:19]([S:22]([CH3:25])(=[O:24])=[O:23])[CH:20]=[CH:21][C:16]=1[C:15]([NH:14][C:10]1[C:9]([O:39][CH3:38])=[N:13][O:12][N:11]=1)=[O:34]

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 111923Propylphosphonic anhydrideHCID 1423314-Benzoyl-3-furazanamineHCID 151328952-Chloro-4-methylsulfonyl-3-[(2,2,2-trifluoroethoxy)methyl]benzoic acidHCID 67041595HCID 67041595, 화합물

생성물 1

HCID 67041950HCID 67041950, 화합물

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

Synthesis of N-(4-benzoyl-1,2,5-oxadiazol-3-yl)-2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzamide (example No. 11-5 in the tables) 204 mg (0.59 mmol) of 2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]-benzoic acid and 111 mg (0.59 mmol) of (4-amino-1,2,5-oxadiazol-3-yl)(phenyl)-methanone are dissolved in 10 ml of dichloromethane at RT and treated with 59 mg (0.599 mmol) of triethylamine, 14 mg (0.19 mmol) of DMAP and 561 mg (0.882 mmol) of 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (50% solution in THF). The reaction mixture is stirred for 30 h at RT and subsequently washed twice with in each case 5 ml of water. The organic phase is dried over Na2SO4 and evaporated. The residue is purified by column chromatography (silica gel, heptane/ethyl acetate). Yield 50 mg (15%).

후처리

  1. washsubsequently washed twice with in each case 5 ml of water
  2. dry with materialThe organic phase is dried over Na2SO4
  3. customevaporated
  4. customThe residue is purified by column chromatography (silica gel, heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-a29cee5046a644d6ad4950795a0ad2bc
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288316B2

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