Triethylamine → 2-(2-Chloro-4-cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 1942217ノート

反応式

HRID 1942217 の反応式
[CH:1]1([C:4]2[CH:9]=[CH:8][C:7]([N:10]3[CH2:14][CH2:13][C:12]4([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]4)[C:11]3=[O:20])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.S(Cl)([Cl:24])(=O)=O.CCN(CC)CC>C(Cl)(Cl)Cl>[Cl:24][C:6]1[CH:5]=[C:4]([CH:1]2[CH2:3][CH2:2]2)[CH:9]=[CH:8][C:7]=1[N:10]1[CH2:14][CH2:13][C:12]2([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[C:11]1=[O:20]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 24648Sulfuryl chlorideHCID 582872772-(4-Cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

生成物 1

HCID 582872722-(2-Chloro-4-cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one収率 30.8%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A mixture of 0.275 g (1 mmol) 2-(4-Cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one. 1.57 g (11.3 mmol) sulfuryl chloride and 0.154 g (1.52 mmol) NEt3 in 50 mL CHCl3 was stirred at room temperature. After evaporation of the volatiles the residue was taken up in DMF and subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and NEt3. The product containing fractions were evaporated to yield 94 mg (30%) of the title compound as light yellow gum. MS m/e: 305.1 [M+H]+.

後処理

  1. customAfter evaporation of the volatiles the residue
  2. customsubjected to purification by preparative HPLC on reversed phase
  3. washeluting with a gradient
  4. customformed from acetonitrile, water and NEt3
  5. additionThe product containing fractions
  6. customwere evaporated

出典と根拠

ORDレコード
ord-87155c578a514598b98c3ac5dc7a05fa
出典データセット
uspto-grants-2013_03
特許番号
US08389539B2

反応ノート

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