Sodium Bicarbonate → HCID 67202986, compound

HRID 548495Notes

Reaction equation

HRID 548495 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:27][CH3:28])=[C:17]([NH:20][C:21](=[O:26])[CH:22]=[CH:23][CH2:24]Br)[CH:18]=3)[N:13]=[CH:12][C:11]=2[C:29]#[N:30])[CH:5]=[CH:6][C:7]=1[F:8].Cl.O.[NH:33]1[CH2:38][CH2:37][C:36](=[O:39])[CH2:35][CH2:34]1.C(=O)(O)[O-:41].[Na+]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:27][CH3:28])=[C:17]([NH:20][C:21](=[O:26])[CH:22]=[CH:23][CH2:24][N:33]4[CH2:38][CH2:37][C:36]([OH:41])([OH:39])[CH2:35][CH2:34]4)[CH:18]=3)[N:13]=[CH:12][C:11]=2[C:29]#[N:30])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 2723901PiperonylamineHCID 542420754-Bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide

Product 1

HCID 67202986HCID 67202986, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After the procedure of Example 117, 4-bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide. (0.51 mmol.) was stirred in dimethylformamide with 4-piperidone monohydrate hydrochloride (470 mg., 3.06 mmol.), and sodium bicarbonate (386 mg., 4.59 mmol.), for 24 hours. The crude product was purified in the same manner as Example 117 and produced 192 mg. (72%) of the product as a yellow solid: mp 225-30° C.

Workup

  1. customThe crude product was purified in the same manner as Example 117
  2. customproduced 192 mg

Sources & evidence

ORD record
ord-ef7106cf235f405c9aeec5163a273f2b
Source dataset
uspto-grants-2011_05
Patent number
USRE042376E1

Reaction notes

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