5-Chloro-2-methylindole → HCID 69299361, compound

HRID 1297266Notes

Reaction equation

HRID 1297266 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([CH3:11])=[CH:5]2.[CH3:12][O:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19](I)=[CH:18][CH:17]=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:19]1[CH:20]=[CH:21][C:16]([O:15][CH2:14][O:13][CH3:12])=[CH:17][CH:18]=1)[C:6]([CH3:11])=[CH:5]2

Participants

3

Reactant 2

HCID 706365-Chloro-2-methylindoleHCID 110327301-Iodo-4-(methoxymethoxy)benzene

Product 1

HCID 69299361HCID 69299361, compoundYield 19%

Procedure

5-Chloro-2-methylindole (4.14 g, 25 mmol) and 4-methoxymethyloxy iodobenzene (6.20 g, 25 mmol) were reacted according to the procedure used in Example 1a above to afford a colorless liquid (19%): 1H NMR (DMSO-d6): δ 2.25 (3H, s), 3.44 (2H, s), 5.28 (2H, s), 6.40 (1H, s), 6.96 (1H, d, J=8.8 Hz), 7.02 (1H, dd, J=2.0 Hz, J=8.8 Hz), 7.22 (2H, d, J=8.8 Hz), 7.36 (2H, d, J=8.8 Hz), 7.55 (1H, d, J=2.0 Hz); MS m/z (M+H)+ 302/304 (1 Cl). Anal. for C17H16ClN02: Calc'd: C, 67.66; H, 5.34; N, 4.64. Found: C, 67.49; H, 5.17; N, 4.51.

Sources & evidence

ORD record
ord-d7e9f3ea17c2498fba2b9ef9a06aff0f
Source dataset
uspto-grants-2007_07
Patent number
US07250440B2

Reaction notes

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