2-Chloro-N,N-dimethylethylamine → N-[4-[2-(Dimethylamino)ethoxy]phenyl]-4-(3-pyridinyl)-2-pyrimidinamine

HRID 2232298노트

반응식

HRID 2232298 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)[N:8]=2)[CH:2]=1.[H-].[Na+].[CH3:23][N:24]([CH3:28])[CH2:25][CH2:26]Cl>CN(C)C=O>[CH3:23][N:24]([CH3:28])[CH2:25][CH2:26][O:20][C:17]1[CH:18]=[CH:19][C:14]([NH:13][C:9]2[N:8]=[C:7]([C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)[CH:12]=[CH:11][N:10]=2)=[CH:15][CH:16]=1

참가 물질

5

반응물 3

HCID 79012-Chloro-N,N-dimethylethylamineHCID 24758Sodium hydrideHCID 143471904-[[4-(3-Pyridinyl)-2-pyrimidinyl]amino]phenol

생성물 1

HCID 14347179N-[4-[2-(Dimethylamino)ethoxy]phenyl]-4-(3-pyridinyl)-2-pyrimidinamine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A 1.10 g portion of dry 4-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenol was dissolved in 25 ml of dimethylformamide. A 213 mg portion of sodium hydride (50% in oil) was added, the reaction was sealed and stirred for 45 minutes. A 480 mg portion of 2-dimethylaminoethyl chloride in 2 ml of dimethylformamide was added and the sealed mixture was stirred overnight. The solvent was removed at 60° C. and the residue partitioned between 25 ml of water and 50 ml of ethyl acetate. The aqueous phase was extracted twice with ethyl acetate. The organic phases were combined, washed with 1N sodium hydroxide, dried, filtered and evaporated. The residue was taken up in 20 ml of chloroform, boiled down to 1/3 volume and hexane added to turbidity. The mixture was allowed to stand overnight, giving 400 mg of the desired product as beige crystals, mp 108°-110° C.

후처리

  1. customthe reaction was sealed
  2. stirringthe sealed mixture was stirred overnight
  3. customThe solvent was removed at 60° C.
  4. customthe residue partitioned between 25 ml of water and 50 ml of ethyl acetate
  5. extractionThe aqueous phase was extracted twice with ethyl acetate
  6. washwashed with 1N sodium hydroxide
  7. customdried
  8. filtrationfiltered
  9. customevaporated
  10. additionadded to turbidity
  11. waitto stand overnight

출처 및 근거

ORD 기록
ord-63e32d9e3bbe41de80547a81bf996409
출처 데이터셋
uspto-grants-1988_11
특허 번호
US04788195

반응 노트

불러오는 중…