Trifluoroacetic acid → 5-Cyclopropyl-2-(4-(2-methyl-5-(1,2,3,6-tetrahydropyridin-4-yl)-2,3-dihydrobenzofuran-2-yl)piperidin-1-yl)pyrimidine

HRID 1025513Notes

Reaction equation

HRID 1025513 reaction equation
[CH:1]1([C:4]2[CH:5]=[N:6][C:7]([N:10]3[CH2:15][CH2:14][CH:13]([C:16]4([CH3:38])[CH2:20][C:19]5[CH:21]=[C:22]([C:25]6[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH:26]=6)[CH:23]=[CH:24][C:18]=5[O:17]4)[CH2:12][CH2:11]3)=[N:8][CH:9]=2)[CH2:3][CH2:2]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>>[CH:1]1([C:4]2[CH:5]=[N:6][C:7]([N:10]3[CH2:15][CH2:14][CH:13]([C:16]4([CH3:38])[CH2:20][C:19]5[CH:21]=[C:22]([C:25]6[CH2:30][CH2:29][NH:28][CH2:27][CH:26]=6)[CH:23]=[CH:24][C:18]=5[O:17]4)[CH2:12][CH2:11]3)=[N:8][CH:9]=2)[CH2:2][CH2:3]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 68211506tert-Butyl 4-(2-(1-(5-cyclopropylpyrimidin-2-yl)piperidin-4-yl)-2-methyl-2,3-dihydrobenzofuran-5-yl)-5,6-dihydropyridine-1(2H)-carboxylate

Product 1

HCID 674688385-Cyclopropyl-2-(4-(2-methyl-5-(1,2,3,6-tetrahydropyridin-4-yl)-2,3-dihydrobenzofuran-2-yl)piperidin-1-yl)pyrimidine

Procedure

Compound 11G was prepared from Compound 11F and TFA in a similar manner to the procedure described for Compound 1J in Example 1. LC/MS (m/z)=417 (M+H)+.

Sources & evidence

ORD record
ord-6e392502fcfa4fe790d0514c43303151
Source dataset
uspto-grants-2014_05
Patent number
US08729084B2

Reaction notes

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