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 1908150ノート

反応式

HRID 1908150 の反応式
[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]

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-6e36b3fae68840328e165620b75f14ae
出典データセット
uspto-grants-2013_12
特許番号
US08598164B2

反応ノート

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