Triethylamine → HCID 67041950、化合物

HRID 2063202ノート

反応式

HRID 2063202 の反応式
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]

参加物

8

反応物 5

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

生成物 1

HCID 67041950HCID 67041950、化合物

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-a29cee5046a644d6ad4950795a0ad2bc
出典データセット
uspto-grants-2012_10
特許番号
US08288316B2

反応ノート

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