4,6-Dichloropyrimidine → HCID 18689723, compound

HRID 1871999Notes

Reaction equation

HRID 1871999 reaction equation
[CH3:1][C:2]1[CH:26]=[CH:25][C:5]2[CH:6]([C:16]3[C:17]([S:23][CH3:24])=[N:18][C:19](=[O:22])[NH:20][CH:21]=3)[C:7]3[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:8]=3[CH:9]=[CH:10][C:4]=2[CH:3]=1.[Cl:27][C:28]1[CH:33]=[C:32](Cl)[N:31]=[CH:30][N:29]=1>>[Cl:27][C:28]1[N:29]=[CH:30][N:31]=[C:32]([N:20]2[CH:21]=[C:16]([CH:6]3[C:7]4[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:8]=4[CH:9]=[CH:10][C:4]4[CH:3]=[C:2]([CH3:1])[CH:26]=[CH:25][C:5]3=4)[C:17]([S:23][CH3:24])=[N:18][C:19]2=[O:22])[CH:33]=1

Participants

3

Reactant 2

HCID 709434,6-DichloropyrimidineHCID 178503573HCID 178503573, compound

Product 1

HCID 18689723HCID 18689723, compound

Procedure

The subtitle compound was prepared from the product of step (ii) (0.33 g) and 4,6-dichloropyrimidine (0.149 g) by the method of example 16 step (i). Purification was by chromatography eluting with 30% ethyl acetate in isohexane. Yield 0.23 g. 1H NMR: δ (DMSO) 8.98(d,1H), 8.24(d,1H), 7.61(d,1H), 7.53(d,2H), 7.24(d,2H), 7.23(s,2H), 6.95(s,2H), 5.41(s,1H), 2.42(s,3H), 2.30(s,6H).

Workup

  1. customPurification
  2. washeluting with 30% ethyl acetate in isohexane

Sources & evidence

ORD record
ord-08844c5ba2b142c181e65371310e29e6
Source dataset
uspto-grants-2000_08
Patent number
US06107297

Reaction notes

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