Pyrrolidine → HCID 67027731, compound

HRID 455118Notes

Reaction equation

HRID 455118 reaction equation
C(NCC1C=CN=C(NCC2[N:17]3[CH:18]=[C:19](C)[CH:20]=[CH:21]C3=NC=2C2C=CC(F)=CC=2)N=1)C.[Cl:30][C:31]1[CH:32]=[CH:33][C:34]2[N:35]([C:37]([CH2:47][NH:48][C:49]3[N:54]=[C:53]([CH:55]=O)[CH:52]=[CH:51][N:50]=3)=[C:38]([C:40]3[CH:45]=[CH:44][C:43]([F:46])=[CH:42][CH:41]=3)[N:39]=2)[CH:36]=1.N1CCCC1>>[Cl:30][C:31]1[CH:32]=[CH:33][C:34]2[N:35]([C:37]([CH2:47][NH:48][C:49]3[N:54]=[C:53]([CH2:55][N:17]4[CH2:18][CH2:19][CH2:20][CH2:21]4)[CH:52]=[CH:51][N:50]=3)=[C:38]([C:40]3[CH:45]=[CH:44][C:43]([F:46])=[CH:42][CH:41]=3)[N:39]=2)[CH:36]=1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 67028846HCID 67028846, compoundHCID 86655126HCID 86655126, compound

Product 1

HCID 67027731HCID 67027731, compoundYield 33%

Procedure

The title compound was prepared in the same fashion as that described for compound 196 from 2-((6-chloro-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl)methylamino)pyrimidine-4-carbaldehyde and pyrrolidine. (0.040 g, 33% yield). M/e+ 437.1 for C23H22ClFN6 (M+H)+; 1H-NMR (500 MHz, CDCl3, δ) 8.54 (s, 1H), 8.30 (d, J=5.0 Hz, 1H), 7.77-7.75 (m, 2H), 7.57 (dd, J=9.5. 0.5 Hz, 1H), 7.20-7.15 (m, 3H), 6.81 (d, J=5.0 Hz, 1H), 5.32-5.26 (m, 1H), 5.05 (d, J=5.5 Hz, 2H), 3.64 (s, 2H), 2.64 (br s, 4H), 1.84 (br s, 4H).

Sources & evidence

ORD record
ord-965d52063a77459d9d834fc71d90a3f1
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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