Hydrochloric Acid → HCID 71295226, compound

HRID 868829Notes

Reaction equation

HRID 868829 reaction equation
Cl.[C:2]([C:4]1[CH:5]=[C:6]([C:15]2[CH:20]=[CH:19][N:18]=[C:17]([NH:21][C:22]3[CH:26]=[CH:25][N:24]([CH:27]4[CH2:32][CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29][CH2:28]4)[N:23]=3)[CH:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH:12]1[CH2:14][CH2:13]1)#[N:3]>O1CCOCC1>[CH:12]1([CH2:11][O:10][C:9]2[CH:8]=[CH:7][C:6]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([NH:21][C:22]4[CH:26]=[CH:25][N:24]([CH:27]5[CH2:28][CH2:29][NH:30][CH2:31][CH2:32]5)[N:23]=4)[CH:16]=3)=[CH:5][C:4]=2[C:2]#[N:3])[CH2:13][CH2:14]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86729198HCID 86729198, compound

Product 1

HCID 71295226HCID 71295226, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

HCl in dioxane (10 ml) are added to a solution of tert-butyl 4-{3-[4-(3-cyano-4-cyclopropylmethoxyphenyl)pyridin-2-ylamino]pyrazol-1-yl}piperidine-1-carboxylate (0.12 g, 0.23 mmol) in 1,4-dioxane (10 ml). The entire mixture is stirred at room temperature for 6 h. The reaction solution is evaporated in a rotary evaporator and rendered basic using 10% sodium bicarbonate solution (20 ml). The mixture is stirred for 10 min. The solid is filtered off, washed with diethyl ether (20 ml) and dried, giving 85.4 mg of the desired material as brown solid;

Workup

  1. customThe reaction solution is evaporated in a rotary evaporator
  2. stirringThe mixture is stirred for 10 min
  3. filtrationThe solid is filtered off
  4. washwashed with diethyl ether (20 ml)
  5. customdried

Sources & evidence

ORD record
ord-46584026de224969a9b2512a089fda35
Source dataset
uspto-grants-2015_03
Patent number
US08969335B2

Reaction notes

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