HCID 57509908, compound → HCID 57510492, compound

HRID 624237Notes

Reaction equation

HRID 624237 reaction equation
N1C=C[C:3](B(O)O)=N1.Br[C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[N:16]([CH2:20][CH2:21][CH2:22][CH2:23][NH:24][C:25]([N:27]1[CH2:35][C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:28]1)=[O:26])[C:15](=[O:36])[CH:14]=[C:13]2[CH2:37][CH2:38][CH2:39][OH:40].BrC1C=C2C(=CC=1)CN(C(N[C:54]1[CH:59]=[CH:58][C:57]([C:60](=[O:65])NCCC)=[CH:56][CH:55]=1)=O)C2>>[C:60]([C:57]1[CH:58]=[C:59]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH2:20][CH2:21][CH2:22][CH2:23][NH:24][C:25]([N:27]2[CH2:28][C:29]4[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=4)[CH2:35]2)=[O:26])[C:15](=[O:36])[CH:14]=[C:13]3[CH2:37][CH2:38][CH2:39][OH:40])[CH:54]=[CH:55][CH:56]=1)(=[O:65])[CH3:3]

Participants

4

Reactant 3

HCID 57509908HCID 57509908, compoundHCID 68750333HCID 68750333, compoundHCID 178514837HCID 178514837, compound

Product 1

HCID 57510492HCID 57510492, compound

Procedure

The title compound was prepared as described in Example 280, substituting 3-acetylphenylboronic acid for 1H-pyrazol-3-ylboronic acid and N-(4-(6-bromo-4-(3-hydroxypropyl)-2-oxoquinolin-1(2H)-yl)butyl)isoindoline-2-carboxamide for 5-bromo-N-(4-(propylcarbamoyl)phenyl)isoindoline-2-carboxamide. 1H NMR (400 MHz, CDCl3) δ ppm 8.24 (s, 1H), 8.08 (d, J=2.0 Hz, 1H), 7.96 (d, J=7.9 Hz, 1H), 7.87-7.79 (m, 2H), 7.58 (t, J=7.7 Hz, 1H), 7.54 (d, J=8.8 Hz, 1H), 7.28 (s, 4H), 6.71 (s, 1H), 4.74 (s, 4H), 4.41 (t, J=7.4 Hz, 2H), 3.82 (t, J=6.0 Hz, 2H), 3.46 (t, J=6.7 Hz, 2H), 3.12-2.99 (m, 2H), 2.68 (s, 3H), 2.10-1.96 (m, 2H), 1.96-1.83 (m, 2H), 1.79-1.72 (m, 2H); MS (APCI(+)) m/e 538 (M+H).

Sources & evidence

ORD record
ord-7b6f2a5e3f3c44a0bee4189201d3e00c
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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