Potassium Bromide → HCID 67361800, compound

HRID 1951346Notes

Reaction equation

[N:1]([C:4](=[CH:10][C:11]1[C:12]2[N:13]([CH:17]=[C:18]([CH:20]([O:24][CH2:25][CH3:26])[O:21][CH2:22][CH3:23])[N:19]=2)[CH:14]=[CH:15][CH:16]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+]=[N-].[K+].[Br-]>>[CH2:22]([O:21][CH:20]([O:24][CH2:25][CH3:26])[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]

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 75147670HCID 75147670, compound

Product 1

HCID 67361800HCID 67361800, compound

Procedure

From 6h (yield: 97%); mp 242-244° C.; IR (KBr) 3422, 1719, 1252, 1190 cm−1; 1H NMR (400 MHz, CDCl3) δ 1.26 (t, 6H, J=7 Hz), 1.37 (t, 3H, J=7 Hz), 3.71 (m, 4H), 4.38 (q, 2H, J=7 Hz), 6.96 (d, 1H, J=7 Hz), 7.58 (s, 1H), 7.65 (s, 1H), 7.84 (d, 1H, J=7 Hz), 10.40 (brs, 1H); 13C NMR (100 MHz, CDCl3) δ 14.3, 15.3, 61.1, 61.8, 98.8, 101.8, 108.3, 111.0, 114.5, 123.5, 126.4, 132.8, 141.5, 142.6, 161.6; MS m/z 331 (M+, 1), 257 (61), 211 (78), 183 (33), 99 (38), 85 (65), 71 (81), 57 (100). Anal. Calcd for C17H21N3O4: C, 61.62; H, 6.39; N, 12.68. Found: C, 61.27; H, 6.31; N, 12.79.

Sources & evidence

ORD record: ord-17939a92f794425692edb7367c70b283
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404707B2

Reaction notes

Loading…