Lithium Hydroxide → 2-(2-Methoxy-4-(spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-ylcarbonyl)phenoxy)acetic acid

HRID 1908150노트

반응식

HRID 1908150 반응식
[CH3:1][O:2][C:3]1[CH:14]=[C:13]([C:15]([N:17]2[CH2:22][CH2:21][C:20]3([O:27][C:26]4[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=4[N:24]4[CH:32]=[CH:33][CH:34]=[C:23]34)[CH2:19][CH2:18]2)=[O:16])[CH:12]=[CH:11][C:4]=1[O:5][CH2:6][C:7]([O:9]C)=[O:8].[Li+].[OH-]>C1COCC1>[CH3:1][O:2][C:3]1[CH:14]=[C:13]([C:15]([N:17]2[CH2:18][CH2:19][C:20]3([O:27][C:26]4[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=4[N:24]4[CH:32]=[CH:33][CH:34]=[C:23]34)[CH2:21][CH2:22]2)=[O:16])[CH:12]=[CH:11][C:4]=1[O:5][CH2:6][C:7]([OH:9])=[O:8]

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 58550733Methyl 2-(2-methoxy-4-(spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-ylcarbonyl)phenoxy)acetate

생성물 1

HCID 585515612-(2-Methoxy-4-(spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-ylcarbonyl)phenoxy)acetic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 2-(2-methoxy-4-(spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine]-1′-ylcarbonyl)phenoxy)acetate (140 mg, 0.303 mmol) in THF (4 mL) was added LiOH (600 μL of 2.0 M, 1.2 mmol) and the mixture was stirred at room temperature for 19 h. The mixture was filtered and was purified by HPLC using 5 mM HCl/water and MeOH to yield 2-(2-methoxy-4-(spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine]-1′-ylcarbonyl)phenoxy)acetic acid. ESI-MS m/z calc. 448.2. found 449.3 (M+1)+; Retention time: 5.90 minutes (15 min run).

후처리

  1. filtrationThe mixture was filtered
  2. customwas purified by HPLC

출처 및 근거

ORD 기록
ord-6e36b3fae68840328e165620b75f14ae
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598164B2

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