1-Ethynyl-4-methoxybenzene → HCID 46893801, compound

HRID 570639Notes

Reaction equation

HRID 570639 reaction equation
[N:1]([CH:4]1[CH2:23][N:8]2[C:9]3[C:14]([C:15]([CH2:16][C:17]([O:19]CCC)=[O:18])=[C:7]2[CH2:6][CH2:5]1)=[CH:13][CH:12]=[CH:11][CH:10]=3)=[N+:2]=[N-:3].[C:24]([C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=1)#[CH:25]>>[CH3:33][O:32][C:29]1[CH:30]=[CH:31][C:26]([C:24]2[N:3]=[N:2][N:1]([CH:4]3[CH2:23][N:8]4[C:9]5[C:14]([C:15]([CH2:16][C:17]([OH:19])=[O:18])=[C:7]4[CH2:6][CH2:5]3)=[CH:13][CH:12]=[CH:11][CH:10]=5)[CH:25]=2)=[CH:27][CH:28]=1

Participants

3

Reactant 2

HCID 2510201-Ethynyl-4-methoxybenzeneHCID 59487226Propyl (7-azido-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)acetate

Product 1

HCID 46893801HCID 46893801, compound

Procedure

The title compound was prepared using analogous procedures described in EXAMPLE 1 from propyl (7-azido-6,7,8,9-tetrahydropyrido[1,2-α]indol-10-yl)acetate and 1-ethynyl-4-methoxybenzene. 1H NMR (400 MHz, DMSO-d6): δ 12.14 (s, 1 H), 8.67 (s, 1 H), 7.78 (d, 2 H), 7.48 (d, 1 H), 7.42 (d, 1 H), 7.13-6.99 (m, 4 H), 5.40-5.30 (m, 1 H), 4.74 (dd, 1 H), 4.40 (dd, 1 H), 3.80 (s, 3 H), 3.61 (s, 2 H), 3.12-3.01 (m, 2 H). MS (+ESI) m/z: 403.1.

Sources & evidence

ORD record
ord-dbcc2bd2c98b47469c2e12e24986bd96
Source dataset
uspto-grants-2015_05
Patent number
US09023864B2

Reaction notes

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