HCID 67196591, compound → HCID 67192481, compound

HRID 551285Notes

Reaction equation

HRID 551285 reaction equation
O=C1[NH:7]C=C(C2C=CC(C(O)=O)=CN=2)C=C1.[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20].Cl[C:25]1[C:30]2[CH:31]=[C:32]([CH:34]3[CH2:39][CH2:38][N:37]([C:40]([C:42]4[CH:43]=[CH:44][C:45]([C:48]5[CH:53]=[CH:52][C:51](=[O:54])[NH:50][CH:49]=5)=[N:46][CH:47]=4)=[O:41])[CH2:36][CH2:35]3)[NH:33][C:29]=2[CH:28]=[CH:27][N:26]=1>>[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20].[NH2:7][C:25]1[C:30]2[CH:31]=[C:32]([CH:34]3[CH2:39][CH2:38][N:37]([C:40]([C:42]4[CH:43]=[CH:44][C:45]([C:48]5[CH:53]=[CH:52][C:51](=[O:54])[NH:50][CH:49]=5)=[N:46][CH:47]=4)=[O:41])[CH2:36][CH2:35]3)[NH:33][C:29]=2[CH:28]=[CH:27][N:26]=1

Participants

3

Reactant 2

HCID 67196591HCID 67196591, compoundHCID 86584962HCID 86584962, compound

Product 1

HCID 67192481HCID 67192481, compound

Procedure

The title compound is prepared as described in EXAMPLE 44, parts A and B, but with 6′-oxo-1′,6′-dihydro-[2,3′]bipyridinyl-5-carboxylic acid, and 5-[4-(4-chloro-1H-pyrrolo[3,2-c]pyridin-2-yl)piperidine-1-carbonyl]-1′H-[2,3′]bipyridinyl-6′-one trifluoroacetate as starting materials, respectively. 1H NMR (d4-MeOH) δ 8.67-8.65 (m, 1H), 8.32 (dd, 1H), 8.25 (d, 1H), 7.92 (dd, 1H), 7.85 (dd, 1H), 7.40 (d, 1H), 6.94 (d, 1H), 6.68-6.63 (m, 2H), 4.85-4.70 (m, 1H), 3.99-3.82 (m, 1H), 3.42-3.03 (m, 3H), 2.24-2.06 (m, 2H), 1.88-1.68 (m, 2H). ESI MS (M+1)+: 415.

Sources & evidence

ORD record
ord-a9a5661d8fb04c33a36e16adc1cc82fb
Source dataset
uspto-grants-2011_05
Patent number
US07947684B2

Reaction notes

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