2-Chloro-7-methoxybenzo[d]thiazole → HCID 44158933, compound

HRID 1926397Notes

Reaction equation

HRID 1926397 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.ClC1SC2[C:38]([O:39]C)=CC=CC=2N=1>>[CH3:38][O:39][C:3]1[C:4]2[S:8][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)=[N:6][C:5]=2[CH:27]=[CH:28][CH:2]=1

Participants

3

Reactant 2

HCID 552765892-Chloro-7-methoxybenzo[d]thiazoleHCID 675210153-(6-fluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine

Product 1

HCID 44158933HCID 44158933, 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-7-methoxy-1,3-benzothiazole in place of 2-chloro-6-fluorobenzothiazole to afford the title compound as a yellow solid. 1H NMR (400 MHz, CD3OD): δ=8.80 (d, J=2.0 Hz, 1H), 8.38 (s, 1H), 8.35 (d, J=2.0 Hz, 1H), 8.07 (s, 1H), 7.79 (d, J=8.0 Hz, 1H), 7.59 (m, 1H), 7.13 (d, J=7.6 Hz, 1H), 4.66 (m, 1H), 4.06 (s, 3H), 3.59-3.62 (m, 2H), 2.33-2.39 (m, 4H). MS(ES+): m/z=407.13 [MH+]. HPLC: tR=1.78 min (polar—5 min, ZQ3).

Sources & evidence

ORD record
ord-25e11272c02b46b4a1e3ea9013c579ee
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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