4-Oxo-pyrrolidine-1,3-dicarboxylic acid diethyl ester → HCID 178473309、化合物

HRID 659046ノート

反応式

HRID 659046 の反応式
O=[C:2]1[CH2:6][N:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:4][CH:3]1[C:12]([O:14]CC)=O.C(=O)(O)O.[NH2:21][C:22]([NH2:24])=[NH:23]>C(O)(C)(C)C>[NH2:24][C:22]1[N:21]=[C:12]([OH:14])[C:3]2[CH2:4][N:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:6][C:2]=2[N:23]=1

参加物

4

反応物 2

HCID 2763144-Oxo-pyrrolidine-1,3-dicarboxylic acid diethyl esterHCID 286947Carbonic acid-guanidine (1:1)

生成物 1

HCID 178473309HCID 178473309、化合物収率 87%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

A suspension of intermediate (f) (14.05 g) and guanidine carbonate (g) (16.6 g, 91.9 mmol) was refluxed in t-butanol (147 mL) for about 6 h. The mixture was allowed to cool to ambient temperature for about 2 h. The volatile components were removed under vacuum and water was added. The pH was adjusted to about 6-7 using KHSO4. The resulting slurry was filtered to collect the solids which were washed with water followed by EtOAc. The solids were dried under vacuum to afford intermediate (h) as cream solids (11.9 g, 53.1 mmol) in 87% yield. 1H NMR (400 MHz, DMSO-D6) δ ppm 11.01 (s, 1H), 6.97 (s, 0.5H, possible tautomer), 6.70 (s, 2H), 4.25 (s, 4H), 4.13-4.03 (m, 2H), 1.22 (t, 3H). LCMS (M+H)+: 225.2.

後処理

  1. customThe volatile components were removed under vacuum and water
  2. additionwas added
  3. filtrationThe resulting slurry was filtered
  4. customto collect the solids which
  5. washwere washed with water
  6. customThe solids were dried under vacuum

出典と根拠

ORDレコード
ord-f0b06a73864d4f16b56147d4a0f050d7
出典データセット
uspto-grants-2011_12
特許番号
US08080556B2

反応ノート

読み込み中…