5-Methylpyrazine-2-carboxaldehyde → trans-1-cyclopentyl-6-(4-methyl-1-((5-methylpyrazin-2-yl)methyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

HRID 2424773노트

반응식

HRID 2424773 반응식
[CH:1]1([N:6]2[C:10]3[N:11]=[C:12]([C@H:16]4[C@H:20]([CH3:21])[CH2:19][NH:18][CH2:17]4)[NH:13][C:14](=[O:15])[C:9]=3[CH:8]=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:22][C:23]1[N:24]=[CH:25][C:26]([CH:29]=O)=[N:27][CH:28]=1>>[CH:1]1([N:6]2[C:10]3[N:11]=[C:12]([C@H:16]4[C@H:20]([CH3:21])[CH2:19][N:18]([CH2:22][C:23]5[CH:28]=[N:27][C:26]([CH3:29])=[CH:25][N:24]=5)[CH2:17]4)[NH:13][C:14](=[O:15])[C:9]=3[CH:8]=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

3

반응물 2

HCID 136249775-Methylpyrazine-2-carboxaldehydeHCID 1361284551-cyclopentyl-6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

생성물 1

HCID 135875904trans-1-cyclopentyl-6-(4-methyl-1-((5-methylpyrazin-2-yl)methyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

실험 절차

Following the procedure for the preparation of 1-cyclopentyl-6-[(3,4-trans)-4-methyl-1-(pyridin-3-ylmethyl)pyrrolidin-3-yl]-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one but substituting 1-cyclopentyl-6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one and 5-methylpyrazine-2-carbaldehyde provided the title compound. 400 MHz 1H NMR (CDCl3) δ 8.53 (s, 1H), 8.53 (s, 1H), 8.01 (s, 1H), 5.16-5.05 (m, 1H), 4.02 (d, J=14.1 Hz, 1H), 3.74 (d, J=14.1 Hz, 1H), 3.45-3.41 (m, 1H), 3.38 (t, J=8.3 Hz, 1 Hz, 1H), 3.08 (d, J=9.9 Hz, 1H), 2.84-2.83 (m, 1H), 2.62-2.54 (m, 1H), 2.52 (s, 3H), 2.47-2.40 (m, 1H), 2.14-1.89 (m, 6H), 1.71-1.64 (m, 2H), 1.24-1.16 (m, 3H). MS: (M+H m/z=394.1).

출처 및 근거

ORD 기록
ord-14ff460039f4454eafc7f84aa68ffc6a
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07964607B2

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