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Cyclobutanone → N-[4-(6-Cyclobutyl-5,6,7,8-tetrahydropyrazolo[3,4-d]azepin-2(4H)-yl)phenyl]methanesulfonamide

HRID 1364158
ノート
印刷プレビュー

反応式

HRID 1364158 の反応式
[N:1]1[N:2]([C:11]2[CH:16]=[CH:15][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:13][CH:12]=2)[CH:3]=[C:4]2[CH2:10][CH2:9][NH:8][CH2:7][CH2:6][C:5]=12.[C:22]1(=O)[CH2:25][CH2:24][CH2:23]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl.C(O)(=O)C.CO>[CH:22]1([N:8]2[CH2:9][CH2:10][C:4]3=[CH:3][N:2]([C:11]4[CH:12]=[CH:13][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:15][CH:16]=4)[N:1]=[C:5]3[CH2:6][CH2:7]2)[CH2:25][CH2:24][CH2:23]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 14496CyclobutanoneHCID 5049666Sodium triacetoxyborohydrideHCID 66930788N-[4-(5,6,7,8-Tetrahydropyrazolo[3,4-d]azepin-2(4H)-yl)phenyl]methanesulfonamide

生成物 1

HCID 16048838N-[4-(6-Cyclobutyl-5,6,7,8-tetrahydropyrazolo[3,4-d]azepin-2(4H)-yl)phenyl]methanesulfonamide

試薬・触媒・溶媒 3

HCID 176Acetic Acid触媒
HCID 887
Methanol
溶媒
HCID 6344Dichloromethane溶媒

実験手順

To a solution of N-[4-(5,6,7,8-tetrahydropyrazolo[3,4-d]azepin-2(4H)-yl)phenyl]methanesulfonamide (may be prepared as described in Description 40) (12 mg, 0.04 mmol) in dichloromethane (2 ml) was added cyclobutanone (14 mg, 0.20 mmol) and acetic acid (1 drop). The resulting mixture was stirred at room temperature, under argon, for 30 minutes. Sodium triacetoxyborohydride (42 mg, 0.20 mmol) was added and stirring continued for 1 hour. The resulting reaction mixture was diluted with methanol and purified by SCX, eluting with methanol and then with 2M ammonia/methanol. The basic fractions were combined and solvent evaporated in vacuo to afford the title compound (E29). MS (ES+) m/e 361 [M+H]+.

後処理

  1. stirringstirring
  2. waitcontinued for 1 hour
  3. customThe resulting reaction mixture
  4. custompurified by SCX
  5. washeluting with methanol
  6. customsolvent evaporated in vacuo

出典と根拠

ORDレコード
ord-ff5ce00152b848a2995532c4443a91cf
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07888347B2

反応ノート

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