Formic Acid → HCID 46836676, compound

HRID 474221Notes

Reaction equation

HRID 474221 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([CH2:8][O:9][C:10]2[CH:11]=[N:12][C:13]([C:16]3[CH:17]=[C:18]([CH:35]=[CH:36][CH:37]=3)[CH2:19][N:20]3[C:25](=[O:26])[CH:24]=[CH:23][C:22]([C:27]4[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=4)[C:30]#[N:31])=[N:21]3)=[N:14][CH:15]=2)[CH2:4][CH2:3]1.[C:38](O)([CH3:41])([CH3:40])[CH3:39].C(O)=[O:44]>ClCCl>[C:38]([NH:31][C:30](=[O:44])[C:29]1[CH:32]=[CH:33][CH:34]=[C:27]([C:22]2[CH:23]=[CH:24][C:25](=[O:26])[N:20]([CH2:19][C:18]3[CH:35]=[CH:36][CH:37]=[C:16]([C:13]4[N:14]=[CH:15][C:10]([O:9][CH2:8][CH:5]5[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]5)=[CH:11][N:12]=4)[CH:17]=3)[N:21]=2)[CH:28]=1)([CH3:41])([CH3:40])[CH3:39]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 6386tert-ButanolHCID 25171648Tepotinib

Product 1

HCID 46836676HCID 46836676, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.3 g (3.8 mmol) of 3-(1-{3-[5-(1-methylpiperidin-4-ylmethoxy)pyrimidin-2-yl]benzyl}-6-oxo-1,6-dihydropyridazin-3-yl)benzonitrile (“C27a”) are dissolved in 10 ml of formic acid and 2.8 g of tert-butanol and stirred at 90° C. for 16 h. The reaction mixture is diluted with dichloromethane, washed with 2×50 ml of water, dried and evaporated. The residue is recrystallised from isopropanol. ESI: 567 (M+H);

Workup

  1. washwashed with 2×50 ml of water
  2. customdried
  3. customevaporated
  4. customThe residue is recrystallised from isopropanol

Sources & evidence

ORD record
ord-a0a8a7727b944a1e8f24642993339a4e
Source dataset
uspto-grants-2014_01
Patent number
US08637518B2

Reaction notes

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