Hydrochloric Acid → HCID 67055049, compound

HRID 1772834Notes

Reaction equation

HRID 1772834 reaction equation
[C:1]([CH2:3][CH:4]([N:22]1[CH:26]=[C:25]([C:27]2[C:28]3[CH:35]=[CH:34][N:33]([CH2:36][O:37][CH2:38][CH2:39][Si:40]([CH3:43])([CH3:42])[CH3:41])[C:29]=3[N:30]=[CH:31][N:32]=2)[CH:24]=[N:23]1)[CH2:5][N:6]1[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH:7]1[CH2:19][O:20][CH3:21])#[N:2].[ClH:44]>O1CCOCC1>[ClH:44].[CH3:21][O:20][CH2:19][CH:7]1[CH2:8][NH:9][CH2:10][CH2:11][N:6]1[CH2:5][CH:4]([N:22]1[CH:26]=[C:25]([C:27]2[C:28]3[CH:35]=[CH:34][N:33]([CH2:36][O:37][CH2:38][CH2:39][Si:40]([CH3:42])([CH3:41])[CH3:43])[C:29]=3[N:30]=[CH:31][N:32]=2)[CH:24]=[N:23]1)[CH2:3][C:1]#[N:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58180927HCID 58180927, compound

Product 1

HCID 67055049HCID 67055049, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of tert-butyl 4-{3-cyano-2-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propyl}-3-(methoxymethyl)piperazine-1-carboxylate (91 mg, 0.10 mmol, as a mixture of diastereomers from Step 3) in 1,4-dioxane (0.6 mL) was treated with 4.0 M of hydrogen chloride in p-dioxane (0.50 mL, 2.0 mmol). After the mixture was stirred at RT for 80 min, solvent was removed in vacuo to afford product which was used without purification in Step 5. LCMS (M+H)+: 511.2.

Workup

  1. customsolvent was removed in vacuo
  2. customto afford product which
  3. customwas used without purification in Step 5

Sources & evidence

ORD record
ord-fa7699039cc04bfcb71fc1951d7ccdcd
Source dataset
uspto-grants-2016_02
Patent number
US09249145B2

Reaction notes

Loading…