3-Chloroaniline → HCID 44475348, compound

HRID 733706Notes

Reaction equation

HRID 733706 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.[Cl:21][C:22]1[CH:23]=[C:24]([CH:26]=[CH:27][CH:28]=1)[NH2:25]>C(OCC)C>[Cl: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]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 79323-ChloroanilineHCID 57840863HCID 57840863, compound

Product 1

HCID 44475348HCID 44475348, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

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-chloroaniline (72 ul) instead of 3-bromoaniline. Isolated by MDAP rather than trituration with diethyl ether to give 1-[7-(3-chloro-phenylamino)-1,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-4-yl]-1-morpholin-4-yl-methanone (69 mg).

Sources & evidence

ORD record
ord-d74232863cb6476da7cb15ac170231e8
Source dataset
uspto-grants-2009_09
Patent number
US07589206B2

Reaction notes

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