2-Propenoic acid, 2-(bromomethyl)-, methyl ester → HCID 67403795, compound

HRID 2102177Notes

Reaction equation

HRID 2102177 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]([F:14])([F:13])[F:12])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=2.Br[CH2:18][C:19](=[CH2:24])[C:20]([O:22][CH3:23])=[O:21]>>[C:15]([C:7]1[C:8]([C:11]([F:12])([F:14])[F:13])=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]([CH2:24][C:19](=[CH2:18])[C:20]([O:22][CH3:23])=[O:21])[C:2]([CH3:1])=[CH:10]2)#[N:16]

Participants

3

Reactant 2

HCID 5210932-Propenoic acid, 2-(bromomethyl)-, methyl esterHCID 533093462-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 67403795HCID 67403795, compound

Procedure

Synthesized as described in Example 4 using 2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 120) and methyl 2-(bromomethyl)-2-propenoate: 1H NMR (400 MHz, CDCl3) δ 7.49 (d, J=8.4 Hz, 1H), 7.38 (d, J=8.4 Hz, 1H), 6.63 (s, 1H), 6.23 (s, 1H), 4.99, (s, 2H), 4.81 (s, 1H), 3.84 (s, 3H), 2.43 (s, 3H); MS (ES) m/z 323 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-776f8821a96243ee950063998a41497c
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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