Piperidin-4-ol → HCID 67028920, compound

HRID 455154Notes

Reaction equation

HRID 455154 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][N:18]2[CH2:22][C:21](NCCN(C)C)=[CH:20][C:19]2=[O:29])=[CH:4][CH:3]=1.ClC1C=CC(C2N=C3C=CC=CN3C=2CN2CC(OC)=CC2=O)=CC=1.[NH:55]1[CH2:60][CH2:59][CH:58]([OH:61])[CH2:57][CH2:56]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][N:18]2[CH2:22][C:21]([N:55]3[CH2:60][CH2:59][CH:58]([OH:61])[CH2:57][CH2:56]3)=[CH:20][C:19]2=[O:29])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 79341Piperidin-4-olHCID 67028741HCID 67028741, compoundHCID 67029115HCID 67029115, compound

Product 1

HCID 67028920HCID 67028920, compound

Procedure

The title compound was prepared according to the experimental for compound 237 from 1-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-4-methoxy-1H-pyrrol-2(5H)-one and piperidin-4-ol. (49 mg, 41%) m/e+=423 (M+H+). 1H-NMR (400 MHz, CDCl3, δ): 8.47 (d, 1H, D, J=7.0 Hz), 7.73 (d, 2H, D, J=8.4 Hz), 7.62 (d, 1H, D, J=9.2 Hz), 7.47 (d, 2H, D, J=8.8 Hz), 7.25 (t, 1H, D, J=7.3 Hz), 6.85 (t, 1H, D, J=7.3 Hz), 5.09 (s, 2H), 4.73 (s, 1H), 3.87 (m, 1H), 3.57 (s, 2H), 3.25 (m, 2H), 2.87 (m, 2H), 1.7 (m, 4H).

Sources & evidence

ORD record
ord-684155af172b44638a793cfc336f0889
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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