2-Chloro-6-fluorobenzaldehyde → HCID 70040617, compound

HRID 483210Notes

Reaction equation

HRID 483210 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH:4]=O.[NH2:11]/[C:12](/[CH3:18])=[CH:13]\[C:14]([O:16][CH3:17])=[O:15].[C:19]([O:25][CH2:26][C:27]([CH3:39])([CH3:38])[CH2:28][N:29]([CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH3:30])(=[O:24])[CH2:20][C:21]([CH3:23])=O>CC(O)C>[CH3:23][C:21]1[NH:11][C:12]([CH3:18])=[C:13]([C:14]([O:16][CH3:17])=[O:15])[CH:4]([C:3]2[C:6]([F:10])=[CH:7][CH:8]=[CH:9][C:2]=2[Cl:1])[C:20]=1[C:19]([O:25][CH2:26][C:27]([CH3:39])([CH3:38])[CH2:28][N:29]([CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH3:30])=[O:24]

Participants

5

Reactant 3

HCID 678472-Chloro-6-fluorobenzaldehydeHCID 643918Methyl 3-aminocrotonateHCID 10108340HCID 10108340, compound

Product 1

HCID 70040617HCID 70040617, compoundYield 6.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 170 mg of 2-chloro-6-fluorobenzaldehyde, 137 mg of methyl 3-aminocrotonate and 345 mg of 3-(N-benzyl-N-methylamino)-2,2-dimethylpropyl acetoacetate in 2 ml of 2-propanol was reacted and then purified in the same way as in Example 8 to yield 36 mg of the desired compound (168).

Workup

  1. customwas reacted
  2. custompurified in the same way as in Example 8

Sources & evidence

ORD record
ord-b1d584c1126e423abe1fc36d6c8299c5
Source dataset
uspto-grants-1986_03
Patent number
US04578395

Reaction notes

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