Hydrochloric Acid → HCID 178519981, compound

HRID 1363064Notes

Reaction equation

HRID 1363064 reaction equation
CON(C)[C:4]([C:6]1[C:11]([N:12]([S:16]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([C:26]([F:29])([F:28])[F:27])[CH:20]=2)(=[O:18])=[O:17])COC)=[CH:10][C:9]([Cl:30])=[CH:8][N:7]=1)=[O:5].I[C:33]1[N:41]=[CH:40][N:39]=[C:38]2[C:34]=1[N:35]=[CH:36][N:37]2COCC[Si](C)(C)C.CO.Cl>C1COCC1.C([Mg]Cl)(C)C>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([S:16]([NH:12][C:11]2[C:6]([C:4]([C:33]3[N:41]=[CH:40][N:39]=[C:38]4[C:34]=3[N:35]=[CH:36][NH:37]4)=[O:5])=[N:7][CH:8]=[C:9]([Cl:30])[CH:10]=2)(=[O:17])=[O:18])=[CH:20][C:21]=1[C:26]([F:27])([F:28])[F:29]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 578708126-Iodo-9-(2-trimethylsilanyl-ethoxymethyl)-9H-purineHCID 579421195-Chloro-3-[(4-chloro-3-trifluoromethyl-benzenesulfonyl)-methoxymethyl-amino]-pyridine-2-carboxylic acid methoxy-methyl-amide

Product 1

HCID 178519981HCID 178519981, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 178418918HCID 178418918, compoundSolvent

Procedure

Prepared from 256 mg (0.51 mmol) of 5-chloro-3-[(4-chloro-3-trifluoromethyl-benzenesulfonyl)-methoxymethyl-amino]-pyridine-2-carboxylic acid methoxy-methyl-amide, 191 mg (0.51 mmol) of 6-iodo-9-(2-trimethylsilanyl-ethoxymethyl)-9H-purine dissolved in 2 mL THF with 0.25 mL of 2 M isopropylmagnesium chloride solution in THF added. All of the resulting intermediate ketone was used in the second step with 1 mL methanol and 1 mL 6N hydrochloric acid mixture to give after purification 2.05 mg of the final product as a yellow solid.

Workup

  1. additionadded
  2. customto give
  3. customafter purification 2.05 mg of the final product as a yellow solid

Sources & evidence

ORD record
ord-5b07358051aa44a4b2e722b3491fc29f
Source dataset
uspto-grants-2011_02
Patent number
US07884110B2

Reaction notes

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