(2s)-Glycidyl indol-4-yl ether → HCID 57101122, compound

HRID 1901034Notes

Reaction equation

HRID 1901034 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([C:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH:16]=1)=[CH:5][NH:6]2.[O:17]1[CH2:19][C@H:18]1[CH2:20][O:21][C:22]1[CH:30]=[CH:29][CH:28]=[C:27]2[C:23]=1[CH:24]=[CH:25][NH:26]2>>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([C:11]1[CH2:12][CH2:13][N:14]([CH2:19][C@H:18]([OH:17])[CH2:20][O:21][C:22]3[CH:30]=[CH:29][CH:28]=[C:27]4[C:23]=3[CH:24]=[CH:25][NH:26]4)[CH2:15][CH:16]=1)=[CH:5][NH:6]2

Participants

3

Reactant 2

HCID 10943254(2s)-Glycidyl indol-4-yl etherHCID 212683464-Fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Product 1

HCID 57101122HCID 57101122, compound

Procedure

The title compound was prepared in a fashion similar to that described in Example 193 from 4-fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (0.50 g, 2.3 mmol) and (S)-(+)-4-(oxiranylmethoxy)-1H-indole (0.44 g, 2.3 mmol). The resulting free base was obtained as a yellow foam. Yield 0.14 g (15%). mp 90°-95° C. FDMS m/e=405 (M+ of free base).

Workup

  1. customThe resulting free base was obtained as a yellow foam

Sources & evidence

ORD record
ord-2499bd72286644bea2abcbcff59982f2
Source dataset
uspto-grants-1996_11
Patent number
US05576321

Reaction notes

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