4-Hydroxypyrrolidine → HCID 67027734, compound

HRID 455107

Reaction equation

HRID 455107 reaction equation
ClC1C=CC2N(C(CNC3N=C([O:26][C@@H:27]4[CH2:31][CH2:30][N:29](C)[CH2:28]4)C=CN=3)=C(C3C=CC(F)=CC=3)N=2)C=1.[Cl:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]2[N:41]=[C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][N:43]3[C:48]=2[CH2:49][C:50]2[CH:55]=[N:54][CH:53]=[C:52](Cl)[N:51]=2)=[CH:36][CH:35]=1.N1CCC(O)C1>>[Cl:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]2[N:41]=[C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][N:43]3[C:48]=2[CH2:49][C:50]2[CH:55]=[N:54][CH:53]=[C:52]([O:26][CH:27]3[CH2:31][CH2:30][NH:29][CH2:28]3)[N:51]=2)=[CH:36][CH:35]=1

Participants

4

Reactant 3

HCID 982104-HydroxypyrrolidineHCID 58337026(R)-N-((6-chloro-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-4-(1-methylpyrrolidin-3-yloxy)pyrimidin-2-amineHCID 866551242-(4-Chlorophenyl)-3-((6-chloropyrazin-2-yl)methyl)imidazo[1,2-a]pyridine

Product 1

HCID 67027734HCID 67027734, compound

Procedure

The title compound was prepared according to the experimental for compound 183 from 2-(4-chlorophenyl)-3-((6-chloropyrazin-2-yl)methyl)imidazo[1,2-a]pyridine and pyrrolidin-3-ol. M/e+ 406 for C22H21ClN5O (M+H)−; 1H-NMR (400 MHz, CDCl3) δ 8.20 (d, J=6.9 Hz, 1H), 7.91 (dd, J=6.6, 1.8 Hz, 2H), 7.75 (d, J=8.4 Hz, 2H), 7.62 (d, J=9.1 Hz, 1H), 7.42 (d, J=8.4 Hz, 2H), 7.20 (m, 1H), 6.79 (td, J=6.9, 1.1 Hz, 1H), 4.59 (s, 1H), 4.35 (s, 2H), 3.54 (m, 3H), 2.09 (m, 2H), 1.55 (s, 1H) ppm

Sources & evidence

ORD record
ord-c0f9f29fcfc340fd9ea7eb6b8d918f96
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Linked notes

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