Trifluoroacetic acid → 2-(1-(5-Propylpyrimidin-2-yl)piperidin-4-yloxy)-6-(1,2,3,6-tetrahydropyridin-4-yl)thiazolo[4,5-b]pyridine

HRID 1429541Notes

Reaction equation

HRID 1429541 reaction equation
[CH2:1]([C:4]1[CH:5]=[N:6][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([O:16][C:17]3[S:18][C:19]4[C:20]([N:38]=3)=[N:21][CH:22]=[C:23]([C:25]3[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH:26]=3)[CH:24]=4)[CH2:12][CH2:11]2)=[N:8][CH:9]=1)[CH2:2][CH3:3].C(O)(C(F)(F)F)=O.C(C1C=NC(N2CCC(OC3SC4C=C(C5CCNCC=5)C=CC=4N=3)CC2)=NC=1)CC>>[CH2:1]([C:4]1[CH:5]=[N:6][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([O:16][C:17]3[S:18][C:19]4[C:20]([N:38]=3)=[N:21][CH:22]=[C:23]([C:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH:26]=3)[CH:24]=4)[CH2:12][CH2:11]2)=[N:8][CH:9]=1)[CH2:2][CH3:3]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 674627952-(1-(5-Propylpyrimidin-2-yl)piperidin-4-yloxy)-6-(1,2,3,6-tetrahydropyridin-4-yl)benzo[d]thiazoleHCID 71275299tert-Butyl 4-(2-(1-(5-propylpyrimidin-2-yl)piperidin-4-yloxy)thiazolo[4,5-b]pyridin-6-yl)-5,6-dihydropyridine-1(2H)-carboxylate

Product 1

HCID 674685712-(1-(5-Propylpyrimidin-2-yl)piperidin-4-yloxy)-6-(1,2,3,6-tetrahydropyridin-4-yl)thiazolo[4,5-b]pyridine

Procedure

Compound 21F was prepared from Compound 21E and TFA in a similar manner to the procedure described for Compound 1E in Example 1. LC/MS (m/z)=437 (M+H)+.

Sources & evidence

ORD record
ord-a1dbadc8fb3744448bb77161ea7b0d44
Source dataset
uspto-grants-2015_01
Patent number
US08940716B2

Reaction notes

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