HCID 59423764, compound → HCID 86622363, compound

HRID 501751Notes

Reaction equation

HRID 501751 reaction equation
[CH2:1](O[C@H]1C2C(=CC(OCCC)=CC=2)[C@@H](N)C1)[CH:2]=[CH2:3].[F:19][C:20]([F:36])([F:35])[C:21]([NH:23][C@@H:24]1[C:32]2[C:27](=[CH:28][CH:29]=[C:30]([CH3:33])[CH:31]=2)[C@H:26]([OH:34])[CH2:25]1)=[O:22]>>[CH2:3]([O:34][C@H:26]1[C:27]2[C:32](=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)[C@@H:24]([NH:23][C:21](=[O:22])[C:20]([F:35])([F:36])[F:19])[CH2:25]1)[CH:2]=[CH2:1]

Participants

3

Reactant 2

HCID 59423764HCID 59423764, compoundHCID 59423826(1S,3R)-3-(Allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-amine

Product 1

HCID 86622363HCID 86622363, compoundYield 58%

Procedure

Step BK (1): 2,2,2-Trifluoro-N-((1S,3R)-3-hydroxy-6-methyl-2,3-dihydro-1H-inden-1-yl)acetamide (from Preparation BJ) was O-allylated by a procedure analogous to Step X(1) to afford 0.96 g (58% yield) of N-((1S,3R)-3-(allyloxy)-6-methyl-2,3-dihydro-1H-inden-1-yl)-2,2,2-trifluoroacetamide. LC-MS (M+H)+=260.09; 1H NMR (500 MHz, CDCl3) δ ppm 7.31 (d, 1H) 7.25 (bs, 1H) 7.18 (d, 1H) 6.87 (bs, 1H) 5.93-5.88 (m, 1H) 5.40-5.21 (m, 3H) 4.81 (d, 1H) 4.08 (bs, 2H) 2.69-2.65 (m, 1H) 2.37 (s, 3H) 2.08 (d, 1H).

Sources & evidence

ORD record
ord-78edb9ad6dcb4016a2ffa5c54b7b9299
Source dataset
uspto-grants-2010_08
Patent number
US07772221B2

Reaction notes

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