Phosphorus oxychloride → HCID 11325890, compound

HRID 916648Notes

Reaction equation

HRID 916648 reaction equation
O=P(Cl)(Cl)Cl.[F:6][C:7]1[N:12]=[C:11]([C:13]2[N:14]([CH2:18][C:19]3[N:24]=[CH:23][N:22]4[CH:25]=[C:26]([C:28]([NH2:30])=O)[N:27]=[C:21]4[C:20]=3[CH2:31][CH2:32][CH3:33])[CH:15]=[CH:16][N:17]=2)[CH:10]=[CH:9][CH:8]=1>N1C=CC=CC=1>[F:6][C:7]1[N:12]=[C:11]([C:13]2[N:14]([CH2:18][C:19]3[N:24]=[CH:23][N:22]4[CH:25]=[C:26]([C:28]#[N:30])[N:27]=[C:21]4[C:20]=3[CH2:31][CH2:32][CH3:33])[CH:15]=[CH:16][N:17]=2)[CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 57503303HCID 57503303, compound

Product 1

HCID 11325890HCID 11325890, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

POCl3 (0.5 ml) is added to a solution of 128 (0.75 mmol) in pyridine (3 ml) and the mixture is stirred at room temperature overnight. The solvent is evaporated and the residue is purified by PTLC (5% MeOH in CH2Cl2) to afford the product (127); LC-MS, M+1 362.1; 1H-NMR (CDCl3) δ: 8.77 (s, 1H), 8.11 (dd, 1H), 8.03 (s, 1H), 7.82 (q, 1H), 7.19 (s, 1H), 7.18 (s, 1H), 6.82 (dd, 1H), 6.03 (s, 2H), 3.11–3.17 (m, 2H), 1.67–1.75 (m, 2H), 1.01 (t, 3H).

Workup

  1. customThe solvent is evaporated
  2. customthe residue is purified by PTLC (5% MeOH in CH2Cl2)

Sources & evidence

ORD record
ord-4457b3071d6542b38bd589527fa3823b
Source dataset
uspto-grants-2007_09
Patent number
US07271170B2

Reaction notes

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