Potassium Bromide → HCID 67363332, compound

HRID 1951343Notes

Reaction equation

[N:1]([C:4](=[CH:10][C:11]1[C:12]2[N:13]([CH:17]=[C:18]([C:20]([F:23])([F:22])[F: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-]>>[F:21][C:20]([F:23])([F:22])[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

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 75147863HCID 75147863, compound

Product 1

HCID 67363332HCID 67363332, compound

Procedure

From 6e (yield: 79%); mp 230-231° C.; IR (KBr) 3283, 1686, 1264 cm−1; 1H NMR (400 MHz, acetone-d6) δ 1.43 (t, 3H, J=7 Hz), 4.43 (q, 2H, J=7 Hz), 7.33 (d, 1H, J=7 Hz), 7.55 (s, 1H), 8.33 (s, 1H), 8.37 (d, 1H, J=7 Hz), 11.74 (brs, 1H); 13C NMR (100 MHz, acetone-d6) δ 14.6, 61.5, 104.3, 107.9, 114.2, 114.8, 124.4 (d, 1JF-C=266 Hz), 125.3, 127.9, 133.8 (q, 2JF-C=37 Hz), 134.4, 143.1; 161.4; MS m/z 297 (M+, 66), 251 (100), 223 (27), 154 (14). Anal. Calcd for C13H10F3N3O2: C, 52.53; H, 3.39; N, 14.14. Found: C, 52.78; H, 3.46; N, 14.02.

Sources & evidence

ORD record: ord-cad02e2eb398475e8f75d17cc8fe22a8
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404707B2

Reaction notes

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