Sodium Bicarbonate → 3-(1-Aminoethyl)pyrrolidinyl-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid hydrochloride

HRID 1878

반응식

HRID 1878 반응식
C([O:3][C:4]([C:6]1[C:15](=[O:16])[N:14]2[C:9]([C:10]([CH3:19])=[C:11]([Cl:18])[C:12]([F:17])=[CH:13]2)=[C:8]([CH:20]2[CH2:22][CH2:21]2)[CH:7]=1)=[O:5])C.C(=O)(O)[O-].[Na+].C(OC([NH:35][C@@H:36]([C@@H:38]1[CH2:42][CH2:41][NH:40][CH2:39]1)[CH3:37])=O)(C)(C)C>C(#N)C>[ClH:18].[NH2:35][CH:36]([CH:38]1[CH2:42][CH2:41][N:40]([C:7]2[C:8]([CH:20]3[CH2:22][CH2:21]3)=[C:9]3[N:14]([C:15](=[O:16])[C:6]=2[C:4]([OH:3])=[O:5])[CH:13]=[C:12]([F:17])[CH:11]=[C:10]3[CH3:19])[CH2:39]1)[CH3:37]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 9927245Ethyl 8-chloro-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylateHCID 10242356(3R,1R)-3-(1-(t-butoxycarbonylamino)ethyl)-pyrrolidine

생성물 1

HCID 867522303-(1-Aminoethyl)pyrrolidinyl-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid hydrochloride

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A 0.35 g sample of 8-chloro-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid ethyl ester, from Example 253i above, and 0.73 g of sodium bicarbonate were dissolved in 24 mL of anhydrous acetonitrile, reacted with (3R,1R)-3-(1-(t-butoxycarbonylamino)ethyl)-pyrrolidine (0.51 g, prepared as described by Schroeder et al., J. Heterocyclic Chem., 29:1481-1498 (1992)), and carried forward as described in Example 253k-l to give the title product. mp 220°-222° C. MS 374 (M+H)+ ; 1H NMR (D6 -DMSO) ∂: 0.61 (m, 2H), 0.94 (m, 1H), 1.07 (m, 1H), 1.28 (d, 3H, J=6 Hz), 1.82 (m, 1H), 2.27 (m, 2H), 2.46 (m, 1H), 2.62 (s, 3H), 3.57 (s, 1H), 3.92 (m, 1H), 7.90 (s, 1H), 8.17 (br s, 3H), 9.07 (d, 1H, J=l 1 Hz), 13.84 (brs, 1H).

출처 및 근거

ORD 기록
ord-f80d09c9ce4641f588bcb7b3d9cdf66d
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726182

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