2-Chlorobenzothiazole → HCID 67521387, compound

HRID 1926333Notes

Reaction equation

HRID 1926333 reaction equation
[ClH:1].Cl.O1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[C:12]1[C:13]([NH2:29])=[N:14][CH:15]=[C:16]([C:18]2[CH:19]=[N:20][N:21]([CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)[CH:22]=2)[CH:17]=1.[Cl:30]C1[S:32]C2C=CC=CC=2N=1>>[ClH:30].[ClH:1].[S:32]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[C:12]1[C:13]([NH2:29])=[N:14][CH:15]=[C:16]([C:18]2[CH:19]=[N:20][N:21]([CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)[CH:22]=2)[CH:17]=1

Participants

3

Reactant 2

HCID 119872-ChlorobenzothiazoleHCID 67520714HCID 67520714, compound

Product 1

HCID 67521387HCID 67521387, compound

Procedure

The procedure for 3-benzoxazol-2-yl-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine dihydrochloride except using 2-chlorobenzothiazole in place of 2-chlorobenzoxazole to afford the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-d6): δ=2.10-2.22 (m, 2H), 2.27 (d, J=13.5 Hz, 2H), 3.07-3.18 (m, 2H), 3.43 (d, J=13.2 Hz, 2H), 4.47-4.57 (m, 1H), 7.50 (t, J=7.5 Hz, 1H), 7.55-7.61 (m, 1H), 8.02 (s, 1H), 8.10 (d, J=8.0 Hz, 1H), 8.16 (d, J=7.7 Hz, 1H), 8.21 (br. s., 1H), 8.33 (s, 1H), 8.50 (d, J=2.2 Hz, 1H). MS (ES+): m/z=376.80 [MH+]. HPLC: tR=2.02 min (ZQ2, polar—5 min).

Sources & evidence

ORD record
ord-0b26b37b5a194c45b90cf849a093b4cc
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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