2-Chloro-4-methoxy-1,3-benzothiazole → HCID 67521852, compound

HRID 1926426Notes

Reaction equation

HRID 1926426 reaction equation
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:35]([O:39]C)C=2N=1>>[CH3:35][O: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

Participants

3

Reactant 2

HCID 20498622-Chloro-4-methoxy-1,3-benzothiazoleHCID 675210153-(6-fluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine

Product 1

HCID 67521852HCID 67521852, compound

Procedure

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-methoxy-1,3-benzothiazole in place of 2-chloro-6-fluorobenzothiazole of the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-d6): δ=2.09-2.30 (m, 4H), 3.05-3.19 (m, 2H), 3.42 (d, J=13.2 Hz, 2H), 4.01 (s, 3H), 4.46-4.56 (m, 1H), 7.14 (d, J=8.0 Hz, 1H), 7.46 (t, J=8.07 Hz, 1H), 7.70 (d, J=8.0 Hz, 1H), 8.03 (s, 1H), 8.25 (br. s., 1H), 8.36 (s, 1H), 8.49 (d, J=2.2 Hz, 1H). MS (ES+): m/z=407.14 [MH+]. HPLC: tR=1.93 min (ZQ2, polar—5 min).

Sources & evidence

ORD record
ord-c0af92c87023476692e3587fcf8a2f09
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

Loading…