HCID 59620025, compound → HCID 59620087, compound

HRID 445723Notes

Reaction equation

HRID 445723 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][C:6]3[N:12]([CH3:25])[C:13](=[O:24])[N:14]([C:15]4[C:16]([CH3:23])=[N:17][N:18]([CH:20]([CH3:22])[CH3:21])[CH:19]=4)[C:5]=3[C:4]=2[CH:3]=1.[CH3:26][N:27]1[C:32]2[N:33]=[CH:34][C:35](B3OC(C)(C)C(C)(C)O3)=[CH:36][C:31]=2[CH2:30][O:29][C:28]1=[O:46]>>[CH:20]([N:18]1[CH:19]=[C:15]([N:14]2[C:5]3[C:4]4[CH:3]=[C:2]([C:35]5[CH:34]=[N:33][C:32]6[N:27]([CH3:26])[C:28](=[O:46])[O:29][CH2:30][C:31]=6[CH:36]=5)[CH:11]=[CH:10][C:9]=4[N:8]=[CH:7][C:6]=3[N:12]([CH3:25])[C:13]2=[O:24])[C:16]([CH3:23])=[N:17]1)([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 59620025HCID 59620025, compoundHCID 596200788-bromo-1-(1-isopropyl-3-methyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one2×

Product 1

HCID 59620087HCID 59620087, compound

Procedure

The title compound was synthesized in a similar manner as described for Example 1.1 using 8-bromo-1-(1-isopropyl-3-methyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one (Intermediate G, 0.125 mmol) and 1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,4-dihydro-pyrido[2,3-d][1,3]oxazin-2-one (Stage 170.1.1) to give the title compound as a beige solid. (HPLC: tR 2.59 min (Method A); M+H=484 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.98 (s, 1H), 8.35-8.33 (m, 1H), 8.21 (s, 1H), 8.15-8.11 (m, 1H), 7.91-7.83 (m, 2H), 7.52-7.49 (m, 1H), 5.36-5.29 (m, 2H), 4.56 (qt, 1H), 3.58 (s, 3H), 3.35 (s, 3H), 1.95 (s, 3H), 1.46 (d, 6H))

Workup

  1. customThe title compound was synthesized in a similar manner

Sources & evidence

ORD record
ord-b937a52c20154b9ba2a3c1ec432a41f1
Source dataset
uspto-grants-2013_07
Patent number
US08476294B2

Reaction notes

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