Potassium Bromide → HCID 67363242, compound

HRID 1951345Notes

Reaction equation

[N:1]([C:4](=[CH:10][C:11]1[C:12]2[N:13]([CH:17]=[C:18]([C:20]([CH3:23])([CH3:22])[CH3:21])[N:19]=2)[CH:14]=[CH:15][CH:16]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+]=[N-].[K+].[Br-]>>[C:20]([C:18]1[CH2:17][N:13]2[CH:14]=[CH:15][C:16]3[C:11]([CH:10]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:1]=3)=[C:12]2[N:19]=1)([CH3:23])([CH3:22])[CH3:21]

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 75147947HCID 75147947, compound

Product 1

HCID 67363242HCID 67363242, compound

Procedure

From 6g (yield: 57%); mp 276-278° C.; IR (KBr) 1711, 1243, 1175 cm−1; 1H NMR (400 MHz, DMSO-d6) δ 1.38 (m, 12H), 4.36 (q, 2H, J=7 Hz), 6.97 (d, 1H, J=7 Hz), 7.36 (s, 1H), 7.56 (s, 1H), 8.21 (d, 1H, J=7 Hz), 12.43 (brs, 1H); 13C NMR (100 MHz, DMSO-d6) δ 14.2, 30.1, 31.8, 60.3, 100.6, 106.6, 107.2, 113.2, 124.2, 125.5, 124.2, 125.5, 133.0, 140.1, 153.2, 160.6; MS m/z 285 (M+, 57), 270 (38), 224 (100), 196 (17). Anal. Calcd for C16H19N3O2: C, 67.35; H, 6.71; N, 14.73. Found: C, 67.20; H, 6.88; N, 14.51.

Sources & evidence

ORD record: ord-7249f534f7d04184bf6ef19f9e5975e6
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404707B2

Reaction notes

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