3-Aminopyridine → [2,3'-Bipyridin]-6-amine

HRID 416258노트

반응식

HRID 416258 반응식
C(OC(=O)C1C=CC(N2CCC(N[C:19]3[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=3)C2)=CC=1)(C)(C)C.C(OC(=O)C1C=C[C:35]([N:38]2[CH2:42][CH2:41][C:40](=O)[CH2:39]2)=CC=1)(C)(C)C.[NH2:45]C1C=NC=CC=1>>[N:38]1[C:35]([NH2:45])=[CH:39][CH:40]=[CH:41][C:42]=1[C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1

참가 물질

4

반응물 3

HCID 100093-AminopyridineHCID 10015517Tert-butyl 4-(3-oxopyrrolidin-1-yl)benzoateHCID 589304864-[3-(Pyridin-3-ylamino)-pyrrolidin-1-yl]-benzoic acid tert-butyl ester

생성물 1

HCID 11586359[2,3'-Bipyridin]-6-amine수율 76%

실험 절차

The title compound 204 was obtained following the procedure as for the reductive amination described in scheme 3, step 2 (example 12) starting from compound 203 and using 3-aminopyridine instead of 6-(pyridin-3-yl)pyridin-2-amine (11) (76% yield). 1H NMR: (acetone-d6) δ (ppm): 8.08 (d, J=2.7 Hz, 1H), 7.85 (dd, J=4.3, 1.6 Hz, 1H), 7.79 (d, J=9.0 Hz, 2H), 7.09 (ddd, J=8.2, 4.5, 0.8 Hz, 1H), 7.06 (ddd, J=8.2, 2.7, 1.6 Hz, 1H), 6.58 (d, J=9.0 Hz, 2H), 4.33 (quint, J=4.9 Hz, 1H), 3.79 (dd, J=10.2, 6.1 Hz, 1H), 3.60-3.54 (m, 1H), 3.51-3.45 (m, 1H), 3.32 (dd, J=7.2, 4.1 Hz, 1H), 2.44 (sext., J=7.6 Hz, 1H), 2.18-2.11 (m, 1H), 1.56 (s, 9H). m/z: 340.4 (MH+).

출처 및 근거

ORD 기록
ord-7d1e446849264d1e91eb035b24e070d7
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088805B2

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