4-Oxo-pyrrolidine-1,3-dicarboxylic acid diethyl ester → HCID 178473309, 화합물

HRID 659046노트

반응식

HRID 659046 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 178473309HCID 178473309, 화합물수율 87%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f0b06a73864d4f16b56147d4a0f050d7
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08080556B2

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