3-Bromoquinoline → Ethyl 5-methyl-2-(quinolin-3-ylamino)benzoate

HRID 42063Notes

Reaction equation

HRID 42063 reaction equation
[NH2:1][C:2]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].Br[C:15]1[CH:16]=[N:17][C:18]2[C:23]([CH:24]=1)=[CH:22][CH:21]=[CH:20][CH:19]=2>>[CH3:13][C:10]1[CH:11]=[CH:12][C:2]([NH:1][C:15]2[CH:16]=[N:17][C:18]3[C:23]([CH:24]=2)=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:3]([CH:9]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

3

Reactant 2

HCID 214133-BromoquinolineHCID 12327280Ethyl 2-amino-5-methylbenzoate

Product 1

HCID 67393797Ethyl 5-methyl-2-(quinolin-3-ylamino)benzoate

Procedure

Obtained (0.845 g, 97% of yield) following the procedure described in Example 14 (step B) starting from ethyl 2-amino-5-methylbenzoate (0.395 g, 2.20 mmol) and 3-bromoquinoline (0.46 g, 2.20 mmol).

Workup

  1. customObtained
  2. custom(0.845 g, 97% of yield)

Sources & evidence

ORD record
ord-2f718ea7627647bb870dbdeac52b9508
Source dataset
uspto-grants-2013_09
Patent number
US08536165B2

Reaction notes

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