Hydrochloric Acid → 4-Oxobutyl 1-(4-((3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)-methyl)phenoxy)methyl)benzoyl)piperidine-4-carboxylate

HRID 874812노트

반응식

HRID 874812 반응식
[C:1]1([C@H:7]([NH:41][C:42]([O:44][C@@H:45]2[CH:50]3[CH2:51][CH2:52][N:47]([CH2:48][CH2:49]3)[CH2:46]2)=[O:43])[C:8]2[CH:9]=[C:10]([CH:38]=[CH:39][CH:40]=2)[O:11][CH2:12][C:13]2[CH:37]=[CH:36][C:16]([C:17]([N:19]3[CH2:24][CH2:23][CH:22]([C:25]([O:27][CH2:28][CH2:29][CH2:30][CH:31]4OCC[O:32]4)=[O:26])[CH2:21][CH2:20]3)=[O:18])=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>C1COCC1>[C:1]1([C@H:7]([NH:41][C:42]([O:44][C@@H:45]2[CH:50]3[CH2:49][CH2:48][N:47]([CH2:52][CH2:51]3)[CH2:46]2)=[O:43])[C:8]2[CH:9]=[C:10]([CH:38]=[CH:39][CH:40]=2)[O:11][CH2:12][C:13]2[CH:37]=[CH:36][C:16]([C:17]([N:19]3[CH2:20][CH2:21][CH:22]([C:25]([O:27][CH2:28][CH2:29][CH2:30][CH:31]=[O:32])=[O:26])[CH2:23][CH2:24]3)=[O:18])=[CH:15][CH:14]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 867223033-(1,3-Dioxolan-2-yl)propyl 1-(4-((3-((S)-phenyl((((R)-quinuclidin-3-yloxy)-carbonyl)amino)methyl)phenoxy)methyl)benzoyl)piperidine-4-carboxylate

생성물 1

HCID 867223044-Oxobutyl 1-(4-((3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)-methyl)phenoxy)methyl)benzoyl)piperidine-4-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-(1,3-dioxolan-2-yl)propyl 1-(4-((3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)phenoxy)methyl)benzoyl)piperidine-4-carboxylate in THF (4.7 mL) was added 2 M aqueous hydrochloric acid (4.7 mL). The reaction mixture was stirred at RT for 4 hours. The reaction mixture was partitioned between saturated sodium hydrogen carbonate and ethyl acetate. The organic phase removed and the aqueous phase was extracted with further ethyl acetate (×2). The combined organic phases were washed with brine, dried (magnesium sulfate), filtered and the solvent evaporated at reduced pressure. The residue was used directly in the next step with no further purification.

후처리

  1. customThe reaction mixture was partitioned between saturated sodium hydrogen carbonate and ethyl acetate
  2. customThe organic phase removed
  3. extractionthe aqueous phase was extracted with further ethyl acetate (×2)
  4. washThe combined organic phases were washed with brine
  5. dry with materialdried (magnesium sulfate)
  6. filtrationfiltered
  7. customthe solvent evaporated at reduced pressure
  8. customThe residue was used directly in the next step with no further purification

출처 및 근거

ORD 기록
ord-66cb8d29f4bd4d03ad82223c71b98caf
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08980913B2

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