Methyl iodide → HCID 70872663、化合物

HRID 713097ノート

反応式

HRID 713097 の反応式
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([N:13]2[CH2:18][CH2:17][C:16]3([CH2:23][NH:22][CH2:21][CH:20]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[O:19]3)[CH2:15][CH2:14]2)=[O:12])=[CH:7][C:6]=1[CH3:30])([CH3:3])[CH3:2].IC.[CH2:33](N(CC)CC)C.C(Cl)[Cl:41]>>[ClH:41].[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([N:13]2[CH2:14][CH2:15][C:16]3([CH2:23][N:22]([CH3:33])[CH2:21][CH:20]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[O:19]3)[CH2:17][CH2:18]2)=[O:12])=[CH:7][C:6]=1[CH3:30])([CH3:3])[CH3:2]

参加物

5

反応物 4

HCID 6328Methyl iodideHCID 6344DichloromethaneHCID 8471TriethylamineHCID 68291585HCID 68291585、化合物

生成物 1

HCID 70872663HCID 70872663、化合物収率 54%

実験手順

To (4-isopropoxy-3-methyl-phenyl)-(8-phenyl-7-oxa-3,10-diazaspiro[5.5]undecan-3-yl)methanone (22 mg, 0.05 mmol) in DCM (0.3 mL) was added iodomethane (15 mg, 7 μL, 0.11 mmol) followed by the addition of triethylamine (15 μL, 0.11 mmol) and the reaction mixture was stirred for 16 hours at room temperature. The reaction mixture was concentrated in vacuo, diluted with methanol, filtered and purified by prep LCMS (1-99% ACN/H2O, 5 mM HCl modifier) to give (4-isopropoxy-3-methyl-phenyl)-(10-methyl-8-phenyl-7-oxa-3,10-diazaspiro[5.5]undecan-3-yl)methanone hydrochloride salt as a glassy solid (13 mg, 54%). ESI-MS m/z calc. 422.3. found 423.5 (M+1)+; Retention time: 1.31 minutes (3 min run).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additiondiluted with methanol
  3. filtrationfiltered
  4. custompurified by prep LCMS (1-99% ACN/H2O, 5 mM HCl modifier)

出典と根拠

ORDレコード
ord-0b79a0abc8d2408cbc26b8b43f16291e
出典データセット
uspto-grants-2015_11
特許番号
US09181273B2

反応ノート

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