HCID 86672491, compound → HCID 86672492, compound

HRID 1896227Notes

Reaction equation

HRID 1896227 reaction equation
[CH3:1][NH:2][C:3]([C@@:5]12[CH2:10][C@@H:9]1[C@@H:8]([N:11]1[CH:19]=[N:18][C:17]3[C:12]1=[N:13][C:14]([Cl:50])=[N:15][C:16]=3[NH:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]#[C:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][C:35]3[N:36]=[N:37][N:38]([C:40]4[CH:45]=[CH:44][C:43]([F:46])=[C:42]([N+:47]([O-])=O)[CH:41]=4)[CH:39]=3)[CH:23]=1)[C@H:7]([OH:51])[C@@H:6]2[OH:52])=[O:4].CNC([C@@]12C[C@@H]1[C@@H](N1C=NC3C1=NC(Cl)=NC=3NCC1C=CC=C(C#CCCCC3N=NN(C4C=CC(F)=C(N)C=4)C=3)C=1)[C@H](O)[C@@H]2O)=O>>[CH3:1][NH:2][C:3]([C@@:5]12[CH2:10][C@@H:9]1[C@@H:8]([N:11]1[CH:19]=[N:18][C:17]3[C:12]1=[N:13][C:14]([Cl:50])=[N:15][C:16]=3[NH:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]#[C:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][C:35]3[N:36]=[N:37][N:38]([C:40]4[CH:45]=[CH:44][C:43]([F:46])=[C:42]([NH2:47])[CH:41]=4)[CH:39]=3)[CH:23]=1)[C@H:7]([OH:51])[C@@H:6]2[OH:52])=[O:4]

Participants

3

Reactant 2

HCID 86672491HCID 86672491, compoundHCID 86672493HCID 86672493, compound

Product 1

HCID 86672492HCID 86672492, compoundYield 64%

Procedure

Compound 208 (64%) was synthesized from compound 205 following the same procedure as for compound 207. 1H NMR (CD3OD, 400 MHz) δ 8.12 (s, 1H), 8.03 (s, 1H), 7.38 (s, 1H), 7.32-7.21 (m, 4H), 7.06-7.02 (m, 1H), 6.90-6.86 (m, 1H), 5.08 (d, J=7.2 Hz, 1H), 4.80 (s, 1H), 4.70 (br s, 2H), 4.01 (d, J=6.4 Hz, 1H), 2.87 (s, 3H), 2.80 (t, J=7.2 Hz, 2H), 2.44 (t, J=6.8 Hz, 2H), 2.02-2.09 (m, 1H), 1.83-1.78 (m, 2H), 1.68-1.54 (m, 5H), 0.89-0.93 (m, 1H). HRMS calculated for C40H37ClFN8O (M+H)+: 699.2763. Found 699.2745.

Sources & evidence

ORD record
ord-bd77292c7484492a96e95d5823e50f33
Source dataset
uspto-grants-2013_08
Patent number
US08518957B2

Reaction notes

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