Potassium Bromide → HCID 67361374, compound

HRID 1951344Notes

Reaction equation

[N:1]([C:4](=[CH:10][C:11]1[C:12]2[N:13]([CH:17]=[C:18]([CH:20]([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-]>>[CH: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)([CH3:22])[CH3:21]

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 75147946HCID 75147946, compound

Product 1

HCID 67361374HCID 67361374, compound

Procedure

From 6f (yield: 87%); mp 207-209° C.; IR (KBr) 3285, 1681, 1248 cm−1; 1H NMR (400 MHz, CDCl3) δ 1.30 (t, 3H, J=7 Hz), 1.34 (d, 6H, J=7 Hz), 3.11 (sept, 1H, J=7 Hz), 4.42 (q, 2H, J=7 Hz), 6.82 (d, 1H, J=7 Hz), 7.17 (s, 1H), 7.56 (s, 1H), 7.73 (d, 1H, J=7 Hz), 11.40 (brs, 1H); 13C NMR (100 MHz, CDCl3) δ 14.2, 22.5, 28.3, 61.0, 101.0, 107.5, 108.1, 114.1, 123.3, 126.2, 133.2, 141.31, 151.4, 161.9; MS m/z 271 (M+, 82), 256 (40), 225 (42), 210 (100), 182 (20). Anal. Calcd for C15H17N3O2: C, 66.40; H, 6.32; N, 15.49. Found: C, 66.68; H, 6.41; N, 15.57.

Sources & evidence

ORD record: ord-cb594e3a07694332bd96c9eb65a53d40
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404707B2

Reaction notes

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