m-(Trifluoromethyl)benzamide → N-(2-{[(3R)-1-(3-allyltetrahydro-2H-pyran-4-yl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide

HRID 564378

반응식

HRID 564378 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH2:8])=[O:7].[CH2:14]([CH:17]1[C:22](=O)[CH2:21][CH2:20][O:19][CH2:18]1)[CH:15]=[CH2:16].C[O:25][C:26]1[N:31]=[CH:30][C:29]([N:32]2[CH2:37][CH2:36]C(=O)CC2)=C[CH:27]=1>>[CH2:14]([CH:17]1[CH:22]([N:32]2[CH2:37][CH2:36][C@@H:30]([NH:31][C:26](=[O:25])[CH2:27][NH:8][C:6](=[O:7])[C:5]3[CH:9]=[CH:10][CH:11]=[C:3]([C:2]([F:12])([F:13])[F:1])[CH:4]=3)[CH2:29]2)[CH2:21][CH2:20][O:19][CH2:18]1)[CH:15]=[CH2:16]

참가 물질

4

반응물 3

HCID 74535m-(Trifluoromethyl)benzamideHCID 210779083-allyltetrahydro-4H-pyran-4-oneHCID 220002791-(6-Methoxypyridin-3-yl)piperidin-4-one

생성물 1

HCID 57814074N-(2-{[(3R)-1-(3-allyltetrahydro-2H-pyran-4-yl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide

실험 절차

The title compound was synthesized in similar fashion to N-[2-{(3R)-1-[1-(6-methoxypyridin-3-yl)piperidin-4-yl]pyrrolidin-3-yl}amino)-2-oxoethyl]-3-(trifluoromethyl)benzamide, whereby 3-allyltetrahydro-4H-pyran-4-one (prepared according to WO2004041161-A2) was substituted for 1-(6-methoxypyridin-3-yl)piperidin-4-one, and was isolated as a white solid. 1H-NMR (CDCl3) δ: 1.46-1.64 (m, 4H), 2.17-2.29 (m, 5H), 2.53-2.59 (m, 2H), 2.74-2.82 (m, 1H), 3.21-3.33 (m, 2H), 3.80-3.91 (m, 2H), 4.07 (d, J=4.8 Hz, 2H), 4.39-4.41 (m, 1H), 4.90-5.02 (m, 2H), 5.59-5.74 (m, 1H), 6.96-7.04 (m, 1H), 7.45-7.50 (m, 1H), 7.68 (d, J=7.5 Hz, 1H), 7.71-7.75 (m, 1H), 7.95 (d, J=7.5 Hz, 1H), 8.05 (s, 1H). MS m/z: 440 (M+1).

후처리

  1. customwas isolated as a white solid

출처 및 근거

ORD 기록
ord-aa7fb588316443be93e1aefa697341c3
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067457B2

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