Trifluoroacetic acid → 2-(4-(5-(Piperazin-1-yl)-2,3-dihydrobenzofuran-2-yl)piperidin-1-yl)-5-propylpyrimidine

HRID 1025504Notes

Reaction equation

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

Participants

Reactant 3

HCID 6422Trifluoroacetic acid

HCID 674657764-(7-Fluoro-5-(1,2,3,6-tetrahydropyridin-4-yl)-2,3-dihydrobenzofuran-2-yl)-1-(5-propylpyrimidin-2-yl)piperidin-4-ol

HCID 68211901tert-Butyl 4-(2-(1-(5-propylpyrimidin-2-yl)piperidin-4-yl)-2,3-dihydrobenzofuran-5-yl)piperazine-1-carboxylate

Product 1

HCID 674657502-(4-(5-(Piperazin-1-yl)-2,3-dihydrobenzofuran-2-yl)piperidin-1-yl)-5-propylpyrimidine

Procedure

Compound 9D was prepared from Compound 9C and TFA by in a similar manner to the procedure described for Compound 1J in Example 1. LC/MS (m/z)=408 (M+H)+.

Sources & evidence

ORD record: ord-2f30f36b78614252a7b0b491688705c5
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08729084B2

Reaction notes

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