3,5-Difluoroaniline → HCID 57841022, compound

HRID 733712Notes

Reaction equation

HRID 733712 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]([C:13]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[O:14])=[C:6]2[C:10]([CH3:11])=[CH:9][N:8]([CH3:12])[C:7]=12.[F:21][C:22]1[CH:23]=[C:24]([CH:26]=[C:27]([F:29])[CH:28]=1)[NH2:25]>>[F:21][C:22]1[CH:23]=[C:24]([NH:25][C:2]2[N:3]=[CH:4][C:5]([C:13]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[O:14])=[C:6]3[C:10]([CH3:11])=[CH:9][N:8]([CH3:12])[C:7]=23)[CH:26]=[C:27]([F:29])[CH:28]=1

Participants

3

Reactant 2

HCID 965953,5-DifluoroanilineHCID 57840863HCID 57840863, compound

Product 1

HCID 57841022HCID 57841022, compoundYield 25.1%

Procedure

Prepared in a similar manner to Example 4(d) from 1-(7-chloro-1,3-dimethyl-1H-pyrrolo[2,3-c]pyridine-4-yl)-1-morpholin-4-yl-methanone (100 mg) and using 3,5-difluoroaniline (88 mg) instead of 3-bromoaniline and heating for 15 rather than 30 minutes to give 1-[7-(3,5-difluoro-phenylamino)-1,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-4-yl]-1-morpholin-4-yl-methanone (33 mg).

Workup

  1. temperatureheating for 15 rather than 30 minutes

Sources & evidence

ORD record
ord-7bce75015e5d423f9ee42f2c890d124f
Source dataset
uspto-grants-2009_09
Patent number
US07589206B2

Reaction notes

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