Methyl iodide → HCID 70872663, 화합물

HRID 73012노트

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HRID 73012 반응식
[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]

참가 물질

5

반응물 4

HCID 6328Methyl iodideHCID 6344DichloromethaneHCID 8471TriethylamineHCID 68291585HCID 68291585, 화합물

생성물 1

HCID 70872663HCID 70872663, 화합물수율 54%

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-4e302590f12e4ad2b224e3c2ee5e8f1c
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828996B2

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