Hydrochloric Acid → HCID 67054921, compound

HRID 1772809Notes

Reaction equation

HRID 1772809 reaction equation
[ClH:1].[C:2]([CH2:4][CH:5]([N:21]1[CH:25]=[C:24]([C:26]2[C:27]3[CH:34]=[CH:33][N:32]([CH2:35][O:36][CH2:37][CH2:38][Si:39]([CH3:42])([CH3:41])[CH3:40])[C:28]=3[N:29]=[CH:30][N:31]=2)[CH:23]=[N:22]1)[CH2:6][N:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][C@H:8]1[CH3:20])#[N:3]>O1CCOCC1>[ClH:1].[CH3:20][C@@H:8]1[CH2:9][NH:10][CH2:11][CH2:12][N:7]1[CH2:6][CH:5]([N:21]1[CH:25]=[C:24]([C:26]2[C:27]3[CH:34]=[CH:33][N:32]([CH2:35][O:36][CH2:37][CH2:38][Si:39]([CH3:41])([CH3:40])[CH3:42])[C:28]=3[N:29]=[CH:30][N:31]=2)[CH:23]=[N:22]1)[CH2:4][C:2]#[N:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58180912HCID 58180912, compound

Product 1

HCID 67054921HCID 67054921, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

4.0 M of HCl in p-dioxane (3.0 mL, 0.012 mol) was added to a solution of diastereomeric tert-butyl (3R)-4-{3-cyano-2-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propyl}-3-methylpiperazine-1-carboxylate (0.50 g, 0.86 mmol) in 1,4-dioxane (5 mL). The reaction was stirred at room temperature for 80 minutes. Solvent was removed in vacuo to afford the product as a mixture of diastereomers and as the hydrochloride salt (470 mg, 98%). LCMS (M+H)+: 481.3.

Workup

  1. customSolvent was removed in vacuo
  2. customto afford the product
  3. additionas a mixture of diastereomers

Sources & evidence

ORD record
ord-5c19e66c454844d9ab5bfa4eaefad601
Source dataset
uspto-grants-2016_02
Patent number
US09249145B2

Reaction notes

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