3-Isocyanatopyridine → 5-Bromo-N-(pyridin-3-yl)-2,3-dihydro-1H-indole-1-carboxamide

HRID 356059Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH2:6][CH2:5]2.[N:11]1[CH:16]=[CH:15][CH:14]=[C:13]([N:17]=[C:18]=[O:19])[CH:12]=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:18](=[O:19])[NH:17][C:13]1[CH:12]=[N:11][CH:16]=[CH:15][CH:14]=1)[CH2:6][CH2:5]2

Participants

Reactant 2

HCID 27604933-Isocyanatopyridine

HCID 34115665-Bromoindoline

Product 1

HCID 189409225-Bromo-N-(pyridin-3-yl)-2,3-dihydro-1H-indole-1-carboxamideYield 72%

Procedure

5-Bromoindoline (D50) (0.5 g, 2.5 mmol) was treated with 3-pyridylisocyanate as in the method of Example 1. The product was filtered-off and recrystallised from methanol/water to afford the title compound (0.58 g, 72%) as a white crystalline solid m.p. 220° C.

Workup

customrecrystallised from methanol/water

Sources & evidence

ORD record: ord-a6adb671d46044fba4d643ddedd28220
Source dataset: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05834494

Reaction notes

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