Aminopyrazine → HCID 57470995, compound

HRID 1784882Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:11])[CH:10]=1)[C:5]([NH2:7])=[O:6].[N:12]1[CH:17]=[CH:16][N:15]=[CH:14][C:13]=1[NH2:18]>>[Br:11][C:9]1[CH:8]=[C:4]([CH:3]=[C:2]([NH:18][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][N:12]=2)[CH:10]=1)[C:5]([NH2:7])=[O:6]

Participants

Reactant 2

HCID 78747Aminopyrazine

HCID 27359373,5-Dibromobenzamide

Product 1

HCID 57470995HCID 57470995, compound

Procedure

3,5-Dibromo-benzamide and pyrazin-2-ylamine were coupled to give 3-bromo-5-(pyrazin-2-ylamino)-benzamide as described for Example 44. 3-Bromo-5-(pyrazin-2-ylamino)-benzamide was converted to 3-(1H-indol-4-yl)-5-(pyrazin-2-ylamino)-benzamide as described in Example 75. 1H NMR (400 MHz, CDCl3): δ 10.61 (s, 1H), 8.24 (t, J=1.8 Hz, 1H), 8.17-8.12 (m, 3H), 8.06 (s, 1H), 7.88 (s, 1H), 7.78 (t, J=1.5 Hz, 1H), 7.40 (dd, J=6.6, 2.1 Hz, 1H), 7.30 (d, J=3.1 Hz, 1H), 7.21-7.16 (m, 2H), 6.74 (d, J=2.7 Hz, 1H).

Sources & evidence

ORD record: ord-029a39d51ba24a0fbc2a74494c6e0b6d
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07504401B2

Reaction notes

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