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

HRID 1796100ノート

反応式

HRID 1796100 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-1effa26c71ed41f9a4c44508a890591f
出典データセット
uspto-grants-2006_04
特許番号
US07030128B2

反応ノート

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