Sodium borohydride → HCID 21948936, compound

HRID 2215452Notes

Reaction equation

HRID 2215452 reaction equation
C([O:3][C:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[N:16]=[CH:17][C:18]([OH:36])([C:32]([F:35])([F:34])[F:33])[CH2:19][C:20]([C:23]2[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:24]=2[O:30][CH3:31])([CH3:22])[CH3:21])[N:7]=1)=O)C.[BH4-].[Na+]>>[Cl:29][C:27]1[CH:26]=[CH:25][C:24]([O:30][CH3:31])=[C:23]([C:20]([CH3:21])([CH3:22])[CH2:19][C:18]([C:32]([F:33])([F:34])[F:35])([OH:36])[CH2:17][NH:16][C:12]2[CH:11]=[CH:10][CH:9]=[C:8]3[C:13]=2[CH:14]=[CH:15][C:6]([CH2:4][OH:3])=[N:7]3)[CH:28]=1

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 69205626HCID 69205626, compound

Product 1

HCID 21948936HCID 21948936, compound

Procedure

Analogously to Example 40, 120 mg (0.23 mmol) of 5-[4-(5-chloro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-trifluoromethyl pentylidenamino]-quinoline-2-carboxylic acid ethyl ester is reacted with 35 mg (0.92 mmol) of sodium borohydride. After working-up and purification on silica gel with hexane-ethyl acetate (0–100%) as well as with ethyl acetate-methanol (0–20%), 61 mg (55% of theory) of the product is obtained.

Workup

  1. custompurification on silica gel with hexane-ethyl acetate (0–100%) as well as with ethyl acetate-methanol (0–20%), 61 mg (55% of theory) of the product
  2. customis obtained

Sources & evidence

ORD record
ord-b098a16919d44b0f91186fd2a8fd9dd9
Source dataset
uspto-grants-2006_09
Patent number
US07109212B2

Reaction notes

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