1,1'-Carbonyldiimidazole → HCID 10298358, 화합물

HRID 968762노트

반응식

HRID 968762 반응식
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[O:11][CH3:12].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:25]1([CH2:28][NH:29][CH2:30][CH2:31][N:32]2[CH2:37][CH2:36][CH:35]([O:38][C:39]3[CH:44]=[CH:43][C:42]([F:45])=[C:41]([F:46])[CH:40]=3)[CH2:34][CH2:33]2)[CH2:27][CH2:26]1>C1COCC1>[CH:25]1([CH2:28][N:29]([CH2:30][CH2:31][N:32]2[CH2:33][CH2:34][CH:35]([O:38][C:39]3[CH:44]=[CH:43][C:42]([F:45])=[C:41]([F:46])[CH:40]=3)[CH2:36][CH2:37]2)[C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:2]([F:1])=[C:3]([O:11][CH3:12])[CH:4]=2)[CH2:27][CH2:26]1

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 5984364-Fluoro-3-methoxybenzoic acidHCID 70015962HCID 70015962, 화합물

생성물 1

HCID 10298358HCID 10298358, 화합물수율 4.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 4-fluoro-3-methoxybenzoic acid (0.082 g) in THF (1 ml) was added carbonyldiimidazole (0.078 g) and the resulting solution stirred at room temperature for 10 minutes before addition of the product of Step e (0.15 g) in THF (1.5 ml). The mixture was stirred for 2 hours and the solvent removed by evaporation to yield a colourless gum. Purification by reverse phase HPLC (with a gradient eluent system 25% MeCN/NH4OAc(aq) (0.1%) to 95% MeCN//NH4OAc(aq) (0.1%)) gave the title compound (0.011 g).

후처리

  1. customthe solvent removed by evaporation
  2. customto yield a colourless gum
  3. customPurification by reverse phase HPLC (with a gradient eluent system 25% MeCN/NH4OAc(aq) (0.1%) to 95% MeCN//NH4OAc(aq) (0.1%))

출처 및 근거

ORD 기록
ord-28bc4efa037d41d68eda45ca1d52b28e
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304077B2

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