Hydrochloric Acid → HCID 67391044, compound

HRID 406066Notes

Reaction equation

HRID 406066 reaction equation
Cl.[C:2]([C:5]1[S:37][C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH:13][C:14]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:15]=3[O:16][CH:17]3[CH2:22][CH2:21][CH2:20][CH:19]([N:23](C)[C:24](=O)OC(C)(C)C)[CH2:18]3)[C:7]=2[C:6]=1[CH3:38])(=[O:4])[NH2:3].CO>O1CCOCC1>[F:36][C:33]1[CH:34]=[CH:35][C:14]([NH:13][C:12]2[C:7]3[C:6]([CH3:38])=[C:5]([C:2]([NH2:3])=[O:4])[S:37][C:8]=3[N:9]=[CH:10][N:11]=2)=[C:15]([O:16][C@H:17]2[CH2:22][CH2:21][CH2:20][C@@H:19]([NH:23][CH3:24])[CH2:18]2)[CH:32]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 58421754HCID 58421754, compound

Product 1

HCID 67391044HCID 67391044, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent3×

Procedure

220 μl 4 M HCl in dioxane was added to 0.093 g tert-butyl 3-(2-(6-carbamoyl-5-methylthieno[2,3-d]pyrimidin-4-ylamino)-5-fluorophenoxy)cyclohexyl(methyl)carbamate (cpd. 17.3) in 4 ml dioxane. The reaction mixture was stirred for 1 h at rt when further aliquots of 4 M HCl in dioxane were added. methanol was added and the mixture stirred for 2 days at rt. The mixture was purified by chromatography (gradient: CH2Cl2→20% MeOH/CH2Cl2 using the Biotage SP4).

Workup

  1. additionwere added
  2. customThe mixture was purified by chromatography (gradient

Sources & evidence

ORD record
ord-8ec37bcf0f2947949e9f2b4051cfd0e4
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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