1-tert-Butyl 2-methyl (2S)-4-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)pyrrolidine-1,2-dicarboxylate → Methyl 4-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-L-prolinate

HRID 2233945노트

반응식

HRID 2233945 반응식
[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:11][CH:12]1[CH2:17][CH2:16][N:15]([CH:18]2[CH2:22][N:21](C(OC(C)(C)C)=O)[C@H:20]([C:30]([O:32][CH3:33])=[O:31])[CH2:19]2)[CH2:14][CH2:13]1)=[O:10]>Cl.O1CCOCC1>[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:11][CH:12]1[CH2:13][CH2:14][N:15]([CH:18]2[CH2:22][NH:21][C@H:20]([C:30]([O:32][CH3:33])=[O:31])[CH2:19]2)[CH2:16][CH2:17]1)=[O:10]

참가 물질

4

반응물 1

HCID 866082951-tert-Butyl 2-methyl (2S)-4-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)pyrrolidine-1,2-dicarboxylate

생성물 1

HCID 68579931Methyl 4-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-L-prolinate수율 101.4%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매

실험 절차

1-tert-Butyl 2-methyl (2S)-4-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)pyrrolidine-1,2-dicarboxylate (Example 51, 0.16 g, 0.32 mM) was stirred in 4 N hydrogen chloride in dioxane (4.0 ml) at room temperature for twenty minutes. The orange mixture was concentrated then dissolved in a small amount of MeOH/DCM, diluted with DCM, and washed with sodium bicarbonate. The organic layer was dried over MgSO4, filtered and concentrated to give an orange solid (0.130 g).

후처리

  1. concentrationThe orange mixture was concentrated
  2. dissolutionthen dissolved in a small amount of MeOH/DCM
  3. additiondiluted with DCM
  4. washwashed with sodium bicarbonate
  5. dry with materialThe organic layer was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-043638ce1e214320b6f47d2bcfa07f63
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709503B2

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