Hydrochloric Acid → 7-Chloromethylimidazo[1,2-alpha]pyrimidine hydrochloride

HRID 1796100노트

반응식

HRID 1796100 반응식
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[CH:8][C:7]([CH2:10]O)=[N:6][C:5]=12.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)Br.[ClH:36]>ClCCl>[ClH:36].[Cl:36][CH2:10][C:7]1[CH:8]=[CH:9][N:4]2[CH:3]=[CH:2][N:1]=[C:5]2[N:6]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 18001293Imidazo[1,2-a]pyrimidin-7-ylmethanol

생성물 1

HCID 695607647-Chloromethylimidazo[1,2-alpha]pyrimidine hydrochloride수율 79%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of imidazo[1,2-α]pyrimidin-7-ylmethanol (4.64 g, 34.1 mmol) in dichloromethane under an atmosphere of nitrogen was added triphenylphosphine (10.6 g, 40.5 mmol) and carbon tetrabromide (13.4 g, 40.5 mmol). This mixture was stirred at room temperature for 2.5 h before addition of ethereal hydrogen chloride (1.0M, 100 ml) in a dropwise manner and allowed to stir at room temperature for a further 1 h. Reaction mixture was evaporated to dryness under reduced pressure and the resulting solid washed with dichloromethane followed by ether and then dried under vacuum to give 7-chloromethylimidazo[1,2-α]pyrimidine hydrochloride salt (5.0 g, 79%) as a pale brown solid: δH (360 MHz, d6-DMSO) 5.06 (2H, s), 7.77 (1H, d, J 7), 8.31-8.35 (2H, m), 9.37 (1H, d, J 7); m/z (ES+) 168, 170 (M++H).

후처리

  1. customReaction mixture
  2. customwas evaporated to dryness under reduced pressure
  3. washthe resulting solid washed with dichloromethane
  4. customdried under vacuum

출처 및 근거

ORD 기록
ord-1effa26c71ed41f9a4c44508a890591f
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07030128B2

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