Hydrochloric Acid → (R)-2-Amino-2-(5-fluoropyridin-2-yl)ethanol hydrochloride

HRID 450372ノート

反応式

HRID 450372 の反応式
[Si]([O:8][CH2:9][C@H:10]([NH:18]S(C(C)(C)C)=O)[C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][N:12]=1)(C(C)(C)C)(C)C.[ClH:25]>CO>[ClH:25].[NH2:18][C@H:10]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][N:12]=1)[CH2:9][OH:8]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 68479628(RS)-N-[(1R)-2-{[tert-Butyl(dimethyl)silyl]oxy}-1-(5-fluoropyridin-2-yl)ethyl]-2-methylpropane-2-sulfinamide2 回

生成物 1

HCID 68482269(R)-2-Amino-2-(5-fluoropyridin-2-yl)ethanol hydrochloride収率 98.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of (RS)—N-[(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-(5-fluoropyridin-2-yl)ethyl]-2-methylpropane-2-sulfinamide (Intermediate 22, 1.13 g, 3.02 mmol) in MeOH (15 ml) was added hydrochloric acid (4 M in dioxane, 3.02 ml, 12.08 mol) at 0° C. and the mixture was stirred for 15 minutes and was concentrated. The mixture was triturated from hexanes to provide the title salt (575 mg). The product is highly hygroscopic. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.62 (s, 1H) 8.55 (s, 2H) 7.76-7.93 (m, 1H) 7.65 (dd, J=8.29, 4.52 Hz, 1H) 4.43 (d, J=4.52 Hz, 1H) 3.77 (s, 2H).

後処理

  1. concentrationwas concentrated
  2. customThe mixture was triturated from hexanes

出典と根拠

ORDレコード
ord-9356412212ae47449074dc5f80a317c9
出典データセット
uspto-grants-2013_07
特許番号
US08486966B2

反応ノート

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