Tetrahydrofuran → HCID 25211383, 화합물

HRID 572291

반응식

HRID 572291 반응식
[CH3:1][C:2]1[C:3]([C:11]2[S:15][C:14]([C:16]([OH:18])=O)=[CH:13][CH:12]=2)=[N:4][O:5][C:6]=1[C:7]([F:10])([F:9])[F:8].[NH2:19][C:20]1[CH:25]=[CH:24][N:23]=[CH:22][C:21]=1[Cl:26].C1COCC1.C(N(CC)CC)C>N1C=CC=CC=1>[Cl:26][C:21]1[CH:22]=[N:23][CH:24]=[CH:25][C:20]=1[NH:19][C:16]([C:14]1[S:15][C:11]([C:3]2[C:2]([CH3:1])=[C:6]([C:7]([F:8])([F:9])[F:10])[O:5][N:4]=2)=[CH:12][CH:13]=1)=[O:18]

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 5818533-Chloropyridin-4-amineHCID 252109975-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid

생성물 1

HCID 25211383HCID 25211383, 화합물수율 83%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

Prepared from 5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid and 4-amino-3-chloropyridine by the method described in Example 2 Method B reversing the order of addition such that solid acid chloride was added to a THF solution of triethylamine and pyridine derivative. The reaction mixture was evaporated to a solid, triturated and filtered with the aid of water, then washed with a saturated aqueous NaHCO3 solution followed by water to afford product as a colorless solid (80 mg, 83%). 1H NMR (CDCl3) 2.40 (s, 3H), 7.59 (d, J=4.0, 1H), 7.73 (d, J=4.0, 1H), 8.46 (s, 3H), 8.59 (s, 1H). 13C NMR 7.9, 114.5, 114.7, 118.6 (q, J=271), 129.0, 129.7, 135.2, 140.4, 141.0, 149.4, 149.6, 155.6 (q, J=40), 157.6, 159.3. 19F NMR −63.1. LC/MS 6.68 min, [M+1]+388.

후처리

  1. customThe reaction mixture was evaporated to a solid
  2. customtriturated
  3. filtrationfiltered with the aid of water
  4. washwashed with a saturated aqueous NaHCO3 solution

출처 및 근거

ORD 기록
ord-c3b59be973e24c87aa20399b41946ea3
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029397B2

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