ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Sodium borohydride → (7-Chlorospiro[benzo[b]pyrrolo[1,2-d][1,4]-oxazine-4,4'-piperidine]-1'-yl)(4-(2-hydroxyethyl)-3-methoxyphenyl)methanone

HRID 1908183
ノート
印刷プレビュー

反応式

HRID 1908183 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:28]3[CH:29]=[CH:30][CH:31]=[C:27]3[C:8]3([CH2:13][CH2:12][N:11]([C:14]([C:16]4[CH:21]=[CH:20][C:19]([CH2:22][CH:23]=[O:24])=[C:18]([O:25][CH3:26])[CH:17]=4)=[O:15])[CH2:10][CH2:9]3)[O:7][C:6]=2[CH:32]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:28]3[CH:29]=[CH:30][CH:31]=[C:27]3[C:8]3([CH2:9][CH2:10][N:11]([C:14]([C:16]4[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][OH:24])=[C:18]([O:25][CH3:26])[CH:17]=4)=[O:15])[CH2:12][CH2:13]3)[O:7][C:6]=2[CH:32]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 585508322-(4-(7-Chlorospiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-ylcarbon-yl)-2-methoxyphenyl)acetaldehyde

生成物 1

HCID 58551847(7-Chlorospiro[benzo[b]pyrrolo[1,2-d][1,4]-oxazine-4,4'-piperidine]-1'-yl)(4-(2-hydroxyethyl)-3-methoxyphenyl)methanone収率 7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To 2-(4-(7-chlorospiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine]-1′-ylcarbon-yl)-2-methoxyphenyl)acetaldehyde (from Step 1) was added MeOH (1 mL) followed by NaBH4 (95 mg, 2.5 mmol) and the reaction was stirred for 30 minutes at ambient temperature. After 30 minutes, the mixture was filtered and the filtrate was purified by prep-HPLC (1-99% MeOH:H2O) to give (7-chlorospiro[benzo[b]pyrrolo[1,2-d][1,4]-oxazine-4,4′-piperidine]-1′-yl)(4-(2-hydroxyethyl)-3-methoxyphenyl)methanone (16 mg, 7%). ESI-MS m/z calc. 452.2. found 453.2 (M+1)+. Retention time: 2.91 minutes (4.5 min run). (7-Chlorospiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine]-1′-yl)(3-fluoro-4-(1-hydroxy-2-methylpropan-2-yl)phenyl)methanone [ESI-MS m/z calc. 468.2. found 469.4 (M+1)+. Retention time: 3.06 minutes (4.5 min run)] and (7-chlorospiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine]-1′-yl)(4-(1-hydroxy-2-methylpropan-2-yl)phenyl)methanone [ESI-MS m/z calc. 450.2. found 451.2 (M+1)+. Retention time: 9.72 minutes (15 min run)] were prepared using the procedures described above.

後処理

  1. waitAfter 30 minutes
  2. filtrationthe mixture was filtered
  3. customthe filtrate was purified by prep-HPLC (1-99% MeOH:H2O)

出典と根拠

ORDレコード
ord-21aa17c4fbd64d67a4d0098451f7d7b9
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08598164B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート