Water → HCID 60198395、化合物

HRID 2279471ノート

反応式

HRID 2279471 の反応式
[N+](C1C=CC(C([O:10][C@H:11]([CH3:41])[C@H:12]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[C:31]=2[F:40])[NH:13][C:14]([N:16]2[CH2:25][CH2:24][C:23]3[CH:22]=[N:21][C:20]([NH:26][CH:27]([CH3:29])[CH3:28])=[N:19][C:18]=3[CH2:17]2)=[O:15])=O)=CC=1)([O-])=O.C([O-])([O-])=O.[K+].[K+].O>CO>[F:40][C:31]1[C:32]([C:36]([F:37])([F:38])[F:39])=[CH:33][CH:34]=[CH:35][C:30]=1[C@H:12]([NH:13][C:14]([N:16]1[CH2:25][CH2:24][C:23]2[CH:22]=[N:21][C:20]([NH:26][CH:27]([CH3:29])[CH3:28])=[N:19][C:18]=2[CH2:17]1)=[O:15])[C@H:11]([OH:10])[CH3:41]

参加物

5

反応物 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 86705484HCID 86705484、化合物

生成物 1

HCID 60198395HCID 60198395、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of (1S,2R)-1-(2-fluoro-3-(trifluoromethyl)phenyl)-1-(2-(isopropylamino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxamido)propan-2-yl 4-nitrobenzoate (40 mg, 0.040 mmol) in MeOH (1 mL) was added 2M K2CO3 (40 μL, 0.079 mmol) at RT. The solution was stirred at RT for 30 min. Water was added and reaction was extracted with DCM. The organic layer was concentrated and the resulting residue was purified by reverse phase column chromatography (SP4) eluting with a MeCH/H2O gradient (5 to 95% MeCN). The recovered product was further purified by SiO2 chromatography eluting with a MeOH/EtOAc (1 to 3% MeOH) to afford 0.6 mg (3.3%) of I-19: LCMS (ACPI-pos) m/z 420.3 (M+H)+.

後処理

  1. customreaction
  2. extractionwas extracted with DCM
  3. concentrationThe organic layer was concentrated
  4. customthe resulting residue was purified by reverse phase column chromatography (SP4)
  5. washeluting with a MeCH/H2O gradient (5 to 95% MeCN)
  6. customThe recovered product was further purified by SiO2 chromatography
  7. washeluting with a MeOH/EtOAc (1 to 3% MeOH)
  8. customto afford 0.6 mg (3.3%) of I-19

出典と根拠

ORDレコード
ord-b5b8c0bdfb8b40a09bc2c6f98826748a
出典データセット
uspto-grants-2015_09
特許番号
US09133187B2

反応ノート

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