Trifluoroacetic acid → 2-((1-(5-Propylpyrimidin-2-yl)piperidin-4-yl)methyl)-6-(1,2,3,6-tetrahydropyridin-4-yl)benzo[d]oxazole

HRID 1429549Notes

Reaction equation

HRID 1429549 reaction equation
[CH2:1]([C:4]1[CH:5]=[N:6][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([CH2:16][C:17]3[O:18][C:19]4[CH:25]=[C:24]([C:26]5[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH:27]=5)[CH:23]=[CH:22][C:20]=4[N:21]=3)[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]([CH2:16][C:17]3[O:18][C:19]4[CH:25]=[C:24]([C:26]5[CH2:31][CH2:30][NH:29][CH2:28][CH:27]=5)[CH:23]=[CH:22][C:20]=4[N:21]=3)[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 68208557tert-Butyl 4-(2-((1-(5-propylpyrimidin-2-yl)piperidin-4-yl)methyl)benzo[d]oxazol-6-yl)-5,6-dihydropyridine-1 (2H)-carboxylate

Product 1

HCID 682084862-((1-(5-Propylpyrimidin-2-yl)piperidin-4-yl)methyl)-6-(1,2,3,6-tetrahydropyridin-4-yl)benzo[d]oxazole

Procedure

Compound 29E was prepared from Compound 29D and TFA in a similar manner to the procedure described for Compound 1E in Example 1. LCMS (m/z)=418 (M+H)+.

Sources & evidence

ORD record
ord-2f7b7d2bdaef4a2db14acd4de315a324
Source dataset
uspto-grants-2015_01
Patent number
US08940716B2

Reaction notes

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