1,2-Dichloroethane → HCID 86710430, 화합물

HRID 1398453노트

반응식

HRID 1398453 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([C:14](O)=[O:15])=[CH:12][N:11]=[CH:10][C:9]=2[F:17])=[C:4]([F:18])[CH:3]=1.C1C=CC2N(O)N=[N:25][C:23]=2C=1.C(Cl)CCl.Cl.CN.CCN(C(C)C)C(C)C>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([C:14]([NH:25][CH3:23])=[O:15])=[CH:12][N:11]=[CH:10][C:9]=2[F:17])=[C:4]([F:18])[CH:3]=1

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 6364545Methylamine hydrochlorideHCID 86695927HCID 86695927, 화합물

생성물 1

HCID 86710430HCID 86710430, 화합물수율 63%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To the solution of 4-(4-chloro-2-fluorophenyl)-5-fluoronicotinic acid (530 mg, 1.966 mmol) in DMF (5 mL) cooled at 0° C., was added HOBT (602 mg, 3.93 mmol) and EDC (565 mg, 2.95 mmol), then the mixture was stirred for 5 min. Methylamine hydrochloride (531 mg, 7.86 mmol) and DIEA (1.030 mL, 5.90 mmol) were added and the resultant mixture was stirred at RT for 12 h. Ice-cold water was added to the reaction and the solid obtained was collected by vacuum filtration. The solid so obtained was washed with water (50 mL) and air dried to afford 4-(4-chloro-2-fluorophenyl)-5-fluoro-N-methylnicotinamide (350 mg, 1.238 mmol, 63% yield) as an orange oil. LC/MS (ESI) m/e 282.9 [(M+H)+, calcd for C13H10ClF2N2O 283.0]; LC/MS retention time (method D): tR=0.83 min.

후처리

  1. additionIce-cold water was added to the reaction
  2. customthe solid obtained
  3. filtrationwas collected by vacuum filtration
  4. customThe solid so obtained
  5. washwas washed with water (50 mL) and air
  6. customdried

출처 및 근거

ORD 기록
ord-0f9e32c6a3fc4955ba1a16b2686a8bbf
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901305B2

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