Aluminium lithium hydride → Azd8055

HRID 218353노트

반응식

HRID 218353 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C@H:8]1[CH2:13][O:12][CH2:11][CH2:10][N:9]1[C:14]1[N:15]=[C:16]([N:36]2[CH2:41][CH2:40][O:39][CH2:38][C@@H:37]2[CH3:42])[C:17]2[CH:23]=[CH:22][C:21]([C:24]3[CH:25]=[CH:26][C:27]([O:34][CH3:35])=[C:28]([CH:33]=3)[C:29](OC)=[O:30])=[N:20][C:18]=2[N:19]=1>C1COCC1>[CH3:7][C@H:8]1[CH2:13][O:12][CH2:11][CH2:10][N:9]1[C:14]1[N:15]=[C:16]([N:36]2[CH2:41][CH2:40][O:39][CH2:38][C@@H:37]2[CH3:42])[C:17]2[CH:23]=[CH:22][C:21]([C:24]3[CH:25]=[CH:26][C:27]([O:34][CH3:35])=[C:28]([CH2:29][OH:30])[CH:33]=3)=[N:20][C:18]=2[N:19]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydride2회HCID 59703378HCID 59703378, 화합물

생성물 1

HCID 25262965Azd8055수율 96.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of lithium aluminium hydride (2M solution in THF, 1.01 mL, 2.01 mmol) was added to a solution of methyl 5-{2,4-bis[(3S)-3-methylmorpholin-4-yl]pyrido[2,3-d]pyrimidin-7-yl}-2-methoxybenzoate (1.47 g, 2.68 mmol) in THF (19.8 mL) at 0° C. under an atmosphere of nitrogen. After 60 minutes, further lithium aluminium hydride (2M solution in THF, 0.67 mL, 1.34 mmol) was added and the solution allowed to stir at RT for 900 minutes. The resulting solution was quenched by the addition of water (11.76 mL) and extracted with ethyl acetate (22 mL). On evaporation of the ethyl acetate, 1.2 g of (5-{2,4-bis[(3S)-3-methylmorpholin-4-yl]pyrido[2,3-d]pyrimidin-7-yl}-2-methoxyphenyl)methanol (6) is obtained as a yellow solid.

후처리

  1. customThe resulting solution was quenched by the addition of water (11.76 mL)
  2. extractionextracted with ethyl acetate (22 mL)
  3. customOn evaporation of the ethyl acetate

출처 및 근거

ORD 기록
ord-5801a18097ec4e94b2964a4223ec5a7d
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198441B2

반응 노트

불러오는 중…