Hydrochloric Acid → 8-Butyl-7-(3-(imidazol-5-yl)-1-oxopropyl)-2-(2-methoxyphenyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

HRID 901118

反応式

HRID 901118 の反応式
[CH2:1]([CH:5]1[N:10]([C:11](=[O:26])[CH2:12][CH2:13][C:14]2[NH:18][C:17](C(OC(C)(C)C)=O)=[N:16][CH:15]=2)[CH2:9][CH2:8][N:7]2[CH:27]=[C:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[O:36][CH3:37])[N:29]=[C:6]12)[CH2:2][CH2:3][CH3:4].Cl>CO>[CH2:1]([CH:5]1[N:10]([C:11](=[O:26])[CH2:12][CH2:13][C:14]2[NH:18][CH:17]=[N:16][CH:15]=2)[CH2:9][CH2:8][N:7]2[CH:27]=[C:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[O:36][CH3:37])[N:29]=[C:6]12)[CH2:2][CH2:3][CH3:4]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 22928230HCID 22928230、化合物

生成物 1

HCID 229282328-Butyl-7-(3-(imidazol-5-yl)-1-oxopropyl)-2-(2-methoxyphenyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine収率 47%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The product from Step 1.g. (450 mg, 0.89 mmol) was dissolved in MeOH (5 ml) and 4N HCl was added and the reaction was stirred at room temperature for about ½ hour. Solvents were removed under reduced pressure to yield 420 mg of crude product. Part of the crude (100 mg) was purified by preparative HPLC on a RAININ™ C18 column (Varian Analytical, Walnut Creek, Calif.) using a gradient of 10-30% CH3CN/aq. HCl (pH=2.0) over 45 minutes with UV detection at 254 nm. Product fractions were concentrated to about ½ volume and lyophilized to yield pure product (47 mg, 47%) as the di-hydrochloride. Mass spec. 508.2 MH−.

後処理

  1. customSolvents were removed under reduced pressure
  2. customto yield 420 mg of crude product
  3. customPart of the crude (100 mg) was purified by preparative HPLC on a RAININ™ C18 column (Varian Analytical, Walnut Creek, Calif.)
  4. waitHCl (pH=2.0) over 45 minutes with UV detection at 254 nm
  5. concentrationProduct fractions were concentrated to about ½ volume

出典と根拠

ORDレコード
ord-d4ca6bf72e184cdfaa72d2489d5d26da
出典データセット
uspto-grants-2008_04
特許番号
US07361656B2

関連ノート

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