Hydrochloric Acid → HCID 58089833, 화합물

HRID 251478노트

반응식

HRID 251478 반응식
[CH:1]12[NH:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][CH:3]([N:9]1[CH2:14][CH2:13][C:12]3([C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:17][N:16]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:15]3)[CH2:11][CH2:10]1)[CH2:2]2.[C:31](Cl)(=[O:38])[O:32][C@@H:33]1[CH2:37][CH2:36][O:35][CH2:34]1.C(N(CC)CC)C.Cl>CCOCC>[O:35]1[CH2:36][CH2:37][C@@H:33]([O:32][C:31]([N:8]2[CH:1]3[CH2:7][CH2:6][CH:5]2[CH2:4][CH:3]([N:9]2[CH2:10][CH2:11][C:12]4([C:23]5[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=5)[CH2:17][N:16]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:15]4)[CH2:13][CH2:14]2)[CH2:2]3)=[O:38])[CH2:34]1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 58089785tert-butyl 1'-(8-azabicyclo[3.2.1]octan-3-yl)-1H-spiro[isoquinoline-4,4'-piperidine]-2(3H)-carboxylateHCID 58089797(3R)-oxolan-3-yl carbonochloridate

생성물 1

HCID 58089833HCID 58089833, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

tert-Butyl 1′-(8-azabicyclo[3.2.1]octan-3-yl)-1H-spiro[isoquinoline-4,4′-piperidine]-2(3H)-carboxylate 4c (205 mg, 0.5 mmol) was suspended in Et2O (10 mL) and treated with the (R)-tetrahydrofuran-3-yl carbonochloridate (150 mg, 1 mmol) and triethylamine (0.21 mL, 1.5 mmol, 3 eq). The reaction was stirred at room temperature for 30 min and was then treated with 1N aq. HCl. The phases were separated, the aqueous phase was brought to a basic pH by adding solid KOH, and the resulting suspension was extracted with CH2Cl2 (3×10 mL). The combined organic extracts were dried over Na2SO4 and concentrated to provide crude tert-butyl 1′-(8-(((R)-tetrahydrofuran-3-yloxy)carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)-1H-spiro[isoquinoline-4,4′-piperidine]-2(3H)-carboxylate 4d as a colorless, viscous oil (230 mg, 88% yield). LC/MS m/z [M+H]+ 526.2, retention time 2.54 min (10-99% CH3CN—H2O gradient, with 0.05% TFA, 5 min.

후처리

  1. customThe phases were separated
  2. additionby adding solid KOH
  3. extractionthe resulting suspension was extracted with CH2Cl2 (3×10 mL)
  4. dry with materialThe combined organic extracts were dried over Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-af25793020104a01a738860a0745d16b
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863449B2

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