HCID 136106294, compound → HCID 136107282, compound

HRID 470364Notes

Reaction equation

HRID 470364 reaction equation
[CH2:1]([O:3][C:4]1[C:9]([C:10]2[CH:11]=[CH:12][C:13]([OH:29])=[C:14]([C:16]3[NH:20][C:19]4[CH:21]=[C:22]([F:28])[C:23]([C:25](O)=[O:26])=[CH:24][C:18]=4[N:17]=3)[CH:15]=2)=[CH:8][CH:7]=[CH:6][N:5]=1)[CH3:2].FC1C(C([NH:57][CH2:58][CH2:59][C:60]2[N:61]=[CH:62][NH:63][CH:64]=2)=O)=CC2N=C(C3C=C(C4C(OC)=NC=CC=4)C=CC=3O)NC=2C=1>>[CH2:1]([O:3][C:4]1[C:9]([C:10]2[CH:11]=[CH:12][C:13]([OH:29])=[C:14]([C:16]3[NH:20][C:19]4[CH:21]=[C:22]([F:28])[C:23]([C:25]([NH:57][CH2:58][CH2:59][C:60]5[NH:61][CH:62]=[N:63][CH:64]=5)=[O:26])=[CH:24][C:18]=4[N:17]=3)[CH:15]=2)=[CH:8][CH:7]=[CH:6][N:5]=1)[CH3:2]

Participants

3

Reactant 2

HCID 136106294HCID 136106294, compoundHCID 178494103HCID 178494103, compound

Product 1

HCID 136107282HCID 136107282, compound

Procedure

was synthesized using aldehyde 9b in a similar manner as the methoxy derivative 10a in 16% overall yield. 1H NMR (MeOD) δ 8.45-8.16-8.06 (m, 2H), 7.96 (d, J=6.36 Hz, 1H), 7.91 (s, 1H), 7.76 (dd, J=7.32 Hz, 1.83 Hz 1H), 7.66-7.59 (m, 2H), 7.39 (d, J=11.31 Hz, 1H), 7.09-7.01 (m, 2H), 6.93 (br s, 1H), 4.45-4.36 (m, 2H), 3.68 (t, J=6.96 Hz, 2H), 2.93 (t, J=6.96 Hz, 2H) 2.93 (t, J=7.02 Hz, 3H). ES-MS MH+ 487.5.

Workup

  1. customwas synthesized

Sources & evidence

ORD record
ord-ce923017d6b444fba5ad4ce460308984
Source dataset
uspto-grants-2014_01
Patent number
US08629147B2

Reaction notes

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