4-Hydroxypyrrolidine → HCID 67028885, compound

HRID 455153Notes

Reaction equation

HRID 455153 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]([NH:23][CH2:24][CH2:25]N(C)C)=[CH:20][C:19]2=[O:29])=[CH:4][CH:3]=1.ClC1C=CC(C2N=C3C=CC=CN3C=2CN2C[C:50]([O:52]C)=[CH:49]C2=O)=CC=1.N1CCC(O)C1>>[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:23]3[CH2:24][CH2:25][CH:50]([OH:52])[CH2:49]3)=[CH:20][C:19]2=[O:29])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 982104-HydroxypyrrolidineHCID 67028741HCID 67028741, compoundHCID 67029115HCID 67029115, compound

Product 1

HCID 67028885HCID 67028885, 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 pyrrolidin-3-ol. (33 mg, 32%) m/e+=409 (M+H+). 1H-NMR (400 MHz, CDCl3, δ): 8.46 (d, 1H, D, J=7.0 Hz), 7.73 (d, 2H, D, J=8.4 Hz), 7.61 (d, 1H, D, J=9.1 Hz), 7.46 (d, 2H, D, J=8.4 Hz), 7.25 (t, 1H, D, J=7.3 Hz), 6.84 (t, 1H, D, J=7.3 Hz), 5.09 (s, 2H), 4.57 (s, 1H), 4.53 (m, 1H), 3.55 (s, 2H), 3.2 (m, 4H), 2.1 (m, 3H).

Sources & evidence

ORD record
ord-75384e094d23469384d564b910cdf065
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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