Trifluoroacetic acid → 2-(4-(7-Fluoro-5-(1,2,3,6-tetrahydropyridin-4-yl)-2,3-dihydrobenzofuran-2-yl)piperidin-1-yl)-5-propylpyrimidine

HRID 1025501Notes

Reaction equation

HRID 1025501 reaction equation
[F:1][C:2]1[C:10]2[O:9][CH:8]([CH:11]3[CH2:16][CH2:15][N:14]([C:17]4[N:22]=[CH:21][C:20]([CH2:23][CH2:24][CH3:25])=[CH:19][N:18]=4)[CH2:13][CH2:12]3)[CH2:7][C:6]=2[CH:5]=[C:4]([C:26]2[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH:27]=2)[CH:3]=1.C(O)(C(F)(F)F)=O.FC1C2OC(C3(O)CCN(C4N=CC(CCC)=CN=4)CC3)CC=2C=C(C2CCNCC=2)C=1>>[F:1][C:2]1[C:10]2[O:9][CH:8]([CH:11]3[CH2:12][CH2:13][N:14]([C:17]4[N:22]=[CH:21][C:20]([CH2:23][CH2:24][CH3:25])=[CH:19][N:18]=4)[CH2:15][CH2:16]3)[CH2:7][C:6]=2[CH:5]=[C:4]([C:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH:27]=2)[CH:3]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 674657764-(7-Fluoro-5-(1,2,3,6-tetrahydropyridin-4-yl)-2,3-dihydrobenzofuran-2-yl)-1-(5-propylpyrimidin-2-yl)piperidin-4-olHCID 68211505tert-Butyl 4-(7-fluoro-2-(1-(5-propylpyrimidin-2-yl)piperidin-4-yl)-2,3-dihydrobenzofuran-5-yl)-5,6-dihydropyridine-1(2H)-carboxylate

Product 1

HCID 674677782-(4-(7-Fluoro-5-(1,2,3,6-tetrahydropyridin-4-yl)-2,3-dihydrobenzofuran-2-yl)piperidin-1-yl)-5-propylpyrimidine

Procedure

Compound 3H was prepared from Compound 3G and TFA in a similar manner to the procedure described for Compound 1J in Example 1. LC/MS (m/z)=423 (M+H)+.

Sources & evidence

ORD record
ord-06073320ab7246c7af603cab6940cc6f
Source dataset
uspto-grants-2014_05
Patent number
US08729084B2

Reaction notes

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