Aniline → HCID 18613797, compound

HRID 1264899Notes

Reaction equation

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

Participants

Reactant 2

HCID 6115Aniline

HCID 18613769HCID 18613769, compound

Product 1

HCID 18613797HCID 18613797, compoundYield 62.3%

Procedure

The same procedures as in Step 2 of Example 3 above were repeated using 5,6-dimethyl-2-chloro-4-(1-methyl-5-fluoro-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine (0.1 g, 0.33 mmol) prepared in Step 1 of Example 27 and aniline (0.84 mmol) to afford 82 mg (59.6%) of the titled compound.

Sources & evidence

ORD record: ord-d47d727ebb734317b367741602df1a39
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06545008B1

Reaction notes

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