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Trifluoroacetic acid → 2-(1-Cyclobutyl-piperidin-4-yloxy)-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine

HRID 1402669
ノート
印刷プレビュー

反応式

HRID 1402669 の反応式
C(OC([N:8]1[CH2:13][CH2:12][C:11]2[N:14]=[C:15]([O:17][CH:18]3[CH2:23][CH2:22][N:21]([CH:24]4[CH2:27][CH2:26][CH2:25]4)[CH2:20][CH2:19]3)[S:16][C:10]=2[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH:24]1([N:21]2[CH2:20][CH2:19][CH:18]([O:17][C:15]3[S:16][C:10]4[CH2:9][NH:8][CH2:13][CH2:12][C:11]=4[N:14]=3)[CH2:23][CH2:22]2)[CH2:25][CH2:26][CH2:27]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 666112882-(1-Cyclobutyl-piperidin-4-yloxy)-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid tert-butyl ester

生成物 1

HCID 666146332-(1-Cyclobutyl-piperidin-4-yloxy)-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine収率 88.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 2-(1-Cyclobutyl-piperidin-4-yloxy)-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid tert-butyl ester (2.0 grams, 5 mmol, obtained in above step) in dichloromethane (30 mL) was treated with trifluroacetic acid (5.0 mL, 50 mmol) at 0° C. Reaction mass was stirred for 4 hours. After completion of reaction, the reaction mass was quenched into ice cold water and adjust pH to 10, by using 40% aqueous sodium hydroxide solution. The product was extracted with dichloromethane (3×50 mL), combined organics were washed with water followed by brine and dried over anhydrous sodium sulphate. Organic volatiles were evaporated under vacuum to obtain the title compound (1.3 grams).

後処理

  1. customReaction mass
  2. customAfter completion of reaction
  3. customthe reaction mass was quenched into ice cold water
  4. extractionThe product was extracted with dichloromethane (3×50 mL)
  5. washcombined organics were washed with water
  6. dry with materialdried over anhydrous sodium sulphate
  7. customOrganic volatiles were evaporated under vacuum

出典と根拠

ORDレコード
ord-eb1ee530168a44b3924490164f4f9968
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08912179B2

反応ノート

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