2-Chloro-3-isothiocyanatopyridine → N-(4-(quinolin-5-yloxy)pyridin-2-yl)thiazolo[5,4-b]pyridin-2-amine

HRID 911042Notes

Reaction equation

HRID 911042 reaction equation
[N:1]1[C:10]2[C:5](=[C:6]([O:11][C:12]3[CH:17]=[CH:16][N:15]=[C:14]([NH2:18])[CH:13]=3)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.Cl[C:20]1[C:25]([N:26]=[C:27]=[S:28])=[CH:24][CH:23]=[CH:22][N:21]=1>>[N:1]1[C:10]2[C:5](=[C:6]([O:11][C:12]3[CH:17]=[CH:16][N:15]=[C:14]([NH:18][C:27]4[S:28][C:20]5[C:25]([N:26]=4)=[CH:24][CH:23]=[CH:22][N:21]=5)[CH:13]=3)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 128680882-Chloro-3-isothiocyanatopyridineHCID 666179474-(Quinolin-5-yloxy)pyridin-2-amine

Product 1

HCID 57898978N-(4-(quinolin-5-yloxy)pyridin-2-yl)thiazolo[5,4-b]pyridin-2-amineYield 3.83%

Procedure

The title compound was prepared according to the method of Example 180 from 4-(quinolin-5-yloxy)pyridin-2-amine and 2-chloro-3-isothiocyanatopyridine; (0.006 g, 3.83% yield) as a light yellow solid. 1H NMR (d6-DMSO) δ 11.47 (s, 1H), 9.00 (dd, 1H), 8.32 (m, 3H), 8.04 (d, 1H), 7.88 (t, 2H), 7.59 (dd, 1H), 7.51 (d, 1H), 7.38 (dd, 1H), 6.77 (dd, 1H), 6.66 (d, 1H).

Sources & evidence

ORD record
ord-6c59af746e43484bb3ccdcc83779270f
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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