3-(6-fluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine → HCID 67521520, compound

HRID 1926389Notes

Reaction equation

HRID 1926389 reaction equation
FC1C=CC2N=C([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)SC=2C=1.Cl[C:30]1[S:31][C:32]2[C:38]([C:39]([F:42])([F:41])[F:40])=[CH:37][CH:36]=[CH:35][C:33]=2[N:34]=1>>[NH:23]1[CH2:22][CH2:21][CH:20]([N:18]2[CH:19]=[C:15]([C:13]3[CH:14]=[C:9]([C:30]4[S:31][C:32]5[C:38]([C:39]([F:42])([F:41])[F:40])=[CH:37][CH:36]=[CH:35][C:33]=5[N:34]=4)[C:10]([NH2:26])=[N:11][CH:12]=3)[CH:16]=[N:17]2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 675210153-(6-fluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamineHCID 67521181HCID 67521181, compound

Product 1

HCID 67521520HCID 67521520, 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-trifluoromethyl-1,3-benzothiazole in place of 2-chloro-6-fluoro-1,3-benzothiazole to afford the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-d6): δ=2.12-2.31 (m, 4H), 3.05-3.18 (m, 2H), 3.41 (d, J=12.8 Hz, 2H), 4.47-4.57 (m, 1H), 7.83 (t, J=8.0 Hz, 1H), 7.97 (d, J=7.3 Hz, 1H), 8.12 (s, 1H), 8.47 (d, J=8.0 Hz, 1H), 8.49 (s, 1H), 8.57 (s, 1H), 8.60 (d, J=2.2 Hz, 1H). MS (ES+): m/z=445.08 [MH+]. HPLC: tR=2.38 min (ZQ2, polar—5 min).

Sources & evidence

ORD record
ord-cf679eaac77e4454a25be9a97bddd38c
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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