Isobutylene oxide → 6-Hydroxy-2-{4-[(S)-7-(2-hydroxy-2-methyl-propyl)-2,7-diaza-spiro[4.4]non-2-yl]-phenyl}-3,4-dihydro-2H-isoquinolin-1-one

HRID 69435

반응식

HRID 69435 반응식
[CH2:1]1[C@@:5]2([CH2:9][CH2:8][NH:7][CH2:6]2)[CH2:4][CH2:3][N:2]1[C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:25][CH2:24][C:23]3[C:18](=[CH:19][CH:20]=[C:21]([OH:26])[CH:22]=3)[C:17]2=[O:27])=[CH:12][CH:11]=1.[CH3:28][C:29]1([O:32][CH2:31]1)[CH3:30].[Br-].[Li+].CN1C(=O)CCC1>O.C(OCC)(=O)C>[OH:26][C:21]1[CH:22]=[C:23]2[C:18](=[CH:19][CH:20]=1)[C:17](=[O:27])[N:16]([C:13]1[CH:14]=[CH:15][C:10]([N:2]3[CH2:3][CH2:4][C@:5]4([CH2:9][CH2:8][N:7]([CH2:28][C:29]([OH:32])([CH3:31])[CH3:30])[CH2:6]4)[CH2:1]3)=[CH:11][CH:12]=1)[CH2:25][CH2:24]2

참가 물질

7

반응물 4

HCID 11208Isobutylene oxideHCID 13387N-methyl-2-pyrrolidoneHCID 82050Lithium BromideHCID 689918082-[(S)-4-(2,7-Diaza-spiro[4.4]non-2-yl)-phenyl]-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one

생성물 1

HCID 689882846-Hydroxy-2-{4-[(S)-7-(2-hydroxy-2-methyl-propyl)-2,7-diaza-spiro[4.4]non-2-yl]-phenyl}-3,4-dihydro-2H-isoquinolin-1-one

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
65 °C

실험 절차

A mixture of 2-[(S)-4-(2,7-diaza-spiro[4.4]non-2-yl)-phenyl]-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one (0.50 g), isobutylene oxide (0.10 g), lithium bromide (0.12 g) and NMP (1 mL) was heated at 65° C. for 5 hours. The cooled reaction mixture was distributed between ethyl acetate and water. The organic phase was dried over magnesium sulfate and concentrated. In this way the product was obtained with molecular weight 435.57 (C26H33N3O3); MS (ESI): 436 (M+H+).

후처리

  1. customThe cooled reaction mixture
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. concentrationconcentrated
  4. customIn this way the product was obtained with molecular weight 435.57 (C26H33N3O3)

출처 및 근거

ORD 기록
ord-6387aed4dbab48d0a1e4b19c018ce08e
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822495B2

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