HCID 69734019, 화합물 → HCID 69734604, 화합물

HRID 488358노트

반응식

HRID 488358 반응식
[C:1]([NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[CH2:18][N:17](C(OCC2C=CC=CC=2)=O)[CH2:16][CH2:15]3)[CH2:7]1)(=[O:3])[CH3:2]>CO.C1COCC1.[OH-].[OH-].[Pd+2]>[CH2:18]1[C:19]2[C:14](=[CH:13][C:12]([N:8]3[CH2:7][C@H:6]([CH2:5][NH:4][C:1](=[O:3])[CH3:2])[O:10][C:9]3=[O:11])=[CH:21][CH:20]=2)[CH2:15][CH2:16][NH:17]1

참가 물질

5

반응물 1

HCID 69734019HCID 69734019, 화합물

생성물 1

HCID 69734604HCID 69734604, 화합물

시약·촉매·용매 3

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매2회HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of phenylmethyl 6-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate (Step 5, 1.71 g, 4.04 mmol) and 20% Pd(OH)2/C (567 mg) in MeOH (40 mL) in a Parr bottle is shaken under 20 psi H2 for 1 hr. The resulting slurry is then diluted with MeOH (100 mL) and THF (100 mL), filtered through Celite to remove the catalyst, and concentrated under reduced pressure to give a quantitative yield of the title compound as an amorphous solid which is used without further purification. 1H NMR (400 MHz, CD3OD) δ 7.36 (bd, 1H), 7.31 (s, 1H), 7.08 (d, 1H), 4.78 (m, 1H), 4.14 (t, 1H), 3.98 (s, 2H), 3.82 (dd, 1H), 3.57 (m, 2H), 3.13 (m, 2H), 2.88 (m, 2H), 1.98 (s, 3H); MS (ESI+) for C15H19N3O3 m/z 290 (M+H)+.

후처리

  1. filtrationfiltered through Celite
  2. customto remove the catalyst
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-d1e91a9effd74b55bd642e6b746acacc
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06972286B2

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