3-(1,4-dioxaspiro[4.5]decan-8-yl)-1H-indole → 3-(1,4-Dioxa-spiro[4,5]dec-8-yl)-6-fluoro-1H-indole

HRID 428493Notes

Reaction equation

HRID 428493 reaction equation
O1C2(CCC(C3C4C(=CC=CC=4)NC=3)CC2)OCC1.[O:20]1[C:24]2([CH2:29][CH2:28][C:27]([C:30]3[C:38]4[C:33](=[CH:34][C:35]([F:39])=[CH:36][CH:37]=4)[NH:32][CH:31]=3)=[CH:26][CH2:25]2)[O:23][CH2:22][CH2:21]1>>[O:23]1[C:24]2([CH2:25][CH2:26][CH:27]([C:30]3[C:38]4[C:33](=[CH:34][C:35]([F:39])=[CH:36][CH:37]=4)[NH:32][CH:31]=3)[CH2:28][CH2:29]2)[O:20][CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 108487533-(1,4-dioxaspiro[4.5]decan-8-yl)-1H-indoleHCID 184141663-(1,4-Dioxa-spiro[4,5]dec-7-en-8-yl)-6-fluoro-1H-indole

Product 1

HCID 184140863-(1,4-Dioxa-spiro[4,5]dec-8-yl)-6-fluoro-1H-indoleYield 60.7%

Procedure

This compound was prepared in the manner described above for intermediate 2a by replacing 3-(1,4-dioxa-spiro[4,5]dec-7-en-8-yl)-1H-indole with 3-(1,4-dioxa-spiro[4,5]dec-7-en-8-yl)-6-fluoro-1H-indole (9.54 g) to afford 5.83 g (60%) of the title compound as a white solid: mp 158-159° C.

Workup

  1. customThis compound was prepared in the manner

Sources & evidence

ORD record
ord-6e9da474995f40d4953c0833c575b14b
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Reaction notes

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