Bromomethylcyclopropane → 1-(Cyclopropylmethyl)-2-methyl-4-(trifluoromethyl)-1H-indole

HRID 913490Notes

Reaction equation

HRID 913490 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])[CH:7]=[CH:6][CH:5]=2.Br[CH2:16][CH:17]1[CH2:19][CH2:18]1>>[CH:17]1([CH2:16][N:3]2[C:4]3[C:9](=[C:8]([C:11]([F:12])([F:14])[F:13])[CH:7]=[CH:6][CH:5]=3)[CH:10]=[C:2]2[CH3:1])[CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 81503BromomethylcyclopropaneHCID 196970222-methyl-4-(trifluoromethyl)-1H-indole

Product 1

HCID 578001271-(Cyclopropylmethyl)-2-methyl-4-(trifluoromethyl)-1H-indole

Procedure

Synthesized as described in Example 4 using 2-methyl-4-(trifluoromethyl)-1H-indole and (bromomethyl)cyclopropane: 1H NMR (400 MHz, CDCl3) δ 7.45 (d, J=8.2 Hz, 1H), 7.35 (d, J=8.2 Hz, 1H), 7.16 (t, J=8.2 Hz, 1H), 6.45 (s, 1H), 4.02 (d, J=6.4 Hz, 2H), 2.48 (s, 3H), 1.18 (m, 1H), 0.56 (m, 2H), 0.34 (m, 2H); MS (ES) m/z 254 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-bb75c547577b4e779cb9180dba78cbcd
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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