Potassium Bromide → HCID 67361998, compound

HRID 1951358Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[C:11]3[N:12]([CH:22]=[C:23]([CH3:25])[N:24]=3)[CH:13]=[CH:14][C:15]=2[NH:16]C(=O)OCC)=[CH:4][CH:3]=1.[K+].[Br-]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]=[C:15]3[C:10](=[C:11]4[N:24]=[C:23]([CH3:25])[CH2:22][N:12]4[CH:13]=[CH:14]3)[CH:9]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 67360309HCID 67360309, compound

Product 1

HCID 67361998HCID 67361998, compound

Procedure

From 25b (yield: 43%); 280° C. (dec.); IR (KBr) 3461, 3119, 2917, 1645, 1521, 1489, 1229 cm−1; 1H NMR (400 MHz, DMSO-d6) δ 2.31 (s, 3H), 6.96 (d, 1H, J=7.2 Hz), 7.12 (d, 1H, J=1.6 Hz), 7.30 (m, 2H), 7.51 (s, 1H), 7.88 (m, 2H), 8.06 (d, 1H, J=7.2 Hz), 11.98 (s, 1H); 13C NMR (100 MHz, DMSO-d6) δ 14.2, 98.1, 100.6, 109.4, 114.1, 115.9 (d, 2JCF=22.0 Hz), 120.9, 126.6 (d, 3JCF=7.9 Hz), 128.6, 131.5, 134.8, 139.0, 140.7, 161.3 (d, 1JCF=242.8 Hz). Anal. Calcd for C16H12FN3: C, 72.44; H, 4.56; N, 15.84. Found: C, 72.78; H, 4.12; N, 16.15.

Sources & evidence

ORD record: ord-8f799c07681f42468054262395af92eb
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404707B2

Reaction notes

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