Methyl iodide → HCID 70872663, 화합물

HRID 713097노트

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HRID 713097 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-0b79a0abc8d2408cbc26b8b43f16291e
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181273B2

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