2-Chloro-4-fluorobenzothiazole → 3-(4-Fluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine

HRID 1926382노트

반응식

HRID 1926382 반응식
F[C:2]1[CH:28]=[CH:27][C:5]2[N:6]=[C:7]([C:9]3[C:10]([NH2:26])=[N:11][CH:12]=[C:13]([C:15]4[CH:16]=[N:17][N:18]([CH:20]5[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]5)[CH:19]=4)[CH:14]=3)[S:8][C:4]=2[CH:3]=1.ClC1SC2C=CC=C([F:39])C=2N=1>>[F:39][C:27]1[C:5]2[N:6]=[C:7]([C:9]3[C:10]([NH2:26])=[N:11][CH:12]=[C:13]([C:15]4[CH:16]=[N:17][N:18]([CH:20]5[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]5)[CH:19]=4)[CH:14]=3)[S:8][C:4]=2[CH:3]=[CH:2][CH:28]=1

참가 물질

3

반응물 2

HCID 20498642-Chloro-4-fluorobenzothiazoleHCID 675210153-(6-fluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine

생성물 1

HCID 441588193-(4-Fluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine

실험 절차

Same procedure as 3-(6-fluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine except using 2-chloro-4-fluoro-1,3-benzothiazole in place of 2-chloro-6-fluorobenzothiazole to afford the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-d6): δ=2.11-2.22 (m, 2H), 2.23-2.31 (m, 2H), 3.06-3.18 (m, 2H), 3.42 (d, J=12.1 Hz, 2H), 4.48-4.57 (m, 1H), 7.42-7.49 (m, 1H), 7.50-7.57 (m, 1H), 8.00-8.07 (m, 2H), 8.30 (br. s., 1H), 8.37 (br. s., 1H), 8.54 (s, 1H). MS (ES+): m/z=395.12 [MH+]. HPLC: tR=2.05 min (ZQ2, polar—5 min).

출처 및 근거

ORD 기록
ord-1085d4e238474295abbe1992f27ed477
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178668B2

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