Water → HCID 178505543, compound

HRID 1710728Notes

Reaction equation

[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[N:9]=[C:10]([NH2:21])[C:11]([NH2:20])=[N:12][C:13]=1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1.[F:22][C:23]1[CH:31]=[CH:30][C:26]([C:27](Cl)=O)=[CH:25][CH:24]=1.O>N1C=CC=CC=1>[F:22][C:23]1[CH:31]=[CH:30][C:26]([C:27]2[NH:20][C:11]3=[N:12][C:13]([C:14]4[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=4)=[C:8]([C:7]4[CH:6]=[CH:5][N:4]=[CH:3][C:2]=4[F:1])[N:9]=[C:10]3[N:21]=2)=[CH:25][CH:24]=1

Participants

Conditions

Temperature: 120 °C

Procedure

A mixture of 5-(3-fluoropyridin-4-yl)-6-pyridin-3-ylpyrazine-2,3-diamine (Example 153, 0.100 g, 0.35 mmol) and 4-fluorobenzoyl chloride (0.074 g, 0.46 mmol) in pyridine (1 mL) was stirred and heated to 120° C. in a sealed tube for 24 hours. Water was added and the filtered solid was purified by silica gel chromatography eluting with CH2Cl2/MeOH (98:1 to 95:5) to give the title compound (0.045 g, 33%) as an off-white solid.

Workup

customthe filtered solid was purified by silica gel chromatography
washeluting with CH2Cl2/MeOH (98:1 to 95:5)

Sources & evidence

ORD record: ord-e0313a3643154864abd44b2eddd70788
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07790728B2

Reaction notes

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