Hydrochloric Acid → HCID 86710200, compound

HRID 2168188Notes

Reaction equation

HRID 2168188 reaction equation
[ClH:1].CC([N:6]([CH:10]1[CH2:15][CH2:14][N:13]([C:16]2[C:17]3[C:24]([CH3:25])=[CH:23][NH:22][C:18]=3[N:19]=[CH:20][N:21]=2)[CH2:12][CH2:11]1)C(=O)[O-])(C)C>O1CCOCC1>[ClH:1].[CH3:25][C:24]1[C:17]2[C:16]([N:13]3[CH2:14][CH2:15][CH:10]([NH2:6])[CH2:11][CH2:12]3)=[N:21][CH:20]=[N:19][C:18]=2[NH:22][CH:23]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86710201HCID 86710201, compound

Product 1

HCID 86710200HCID 86710200, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4M HCl in dioxane (10 mL) was added to 1,1-dimethylethyl[1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-4-piperidinyl]carbamate D10 (1.39 g) and the mixture stirred at room temperature for 1.5 hour. The white precipitate was filtered off, washed with dioxane and then Et2O before it was dried in a vacuum oven to give D11 (1.149 g) as a white solid, 1H NMR (d6-DMSO) δ 12.60 (1H, brs), 8.36 (1H, s), 8.34 (2H, m), 7.35 (1H, s), 4.20 (3H, m), 3.40 (2H, dt), 2.37 (3H, s), 2.10 (2H, m), 1.80 (2H, m), MS(ES+) 232 [M+H]+.

Workup

  1. filtrationThe white precipitate was filtered off
  2. washwashed with dioxane
  3. dry with materialEt2O before it was dried in a vacuum oven
  4. customto give D11 (1.149 g) as a white solid, 1H NMR (d6-DMSO) δ 12.60 (1H, brs), 8.36 (1H, s), 8.34 (2H, m), 7.35 (1H, s), 4.20 (3H, m), 3.40 (2H, dt), 2.37 (3H, s), 2.10 (2H, m), 1.80 (2H, m), MS(ES+) 232 [M+H]+

Sources & evidence

ORD record
ord-cf4c9450cb4d445d9f49a557037393b5
Source dataset
uspto-grants-2015_06
Patent number
US09045485B2

Reaction notes

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