{(S)-6-[(R)-4-bromo-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester → HCID 90313717, compound

HRID 1422619Notes

Reaction equation

HRID 1422619 reaction equation
[CH3:1][O:2][C:3](=[O:29])[CH2:4][C@H:5]1[C:9]2[CH:10]=[CH:11][C:12]([O:14][C@H:15]3[C:23]4[C:18](=[C:19](Br)[C:20]([C:24]([F:27])([F:26])[F:25])=[CH:21][CH:22]=4)[CH2:17][CH2:16]3)=[CH:13][C:8]=2[O:7][CH2:6]1.[O:30]1[C:34]2([CH2:39][CH2:38][NH+:37]([CH2:40][B-](F)(F)F)[CH2:36][CH2:35]2)[CH2:33][CH2:32][CH2:31]1>>[CH3:1][O:2][C:3](=[O:29])[CH2:4][C@H:5]1[C:9]2[CH:10]=[CH:11][C:12]([O:14][C@H:15]3[C:23]4[C:18](=[C:19]([CH2:40][N:37]5[CH2:36][CH2:35][C:34]6([O:30][CH2:31][CH2:32][CH2:33]6)[CH2:39][CH2:38]5)[C:20]([C:24]([F:27])([F:26])[F:25])=[CH:21][CH:22]=4)[CH2:17][CH2:16]3)=[CH:13][C:8]=2[O:7][CH2:6]1

Participants

3

Reactant 2

HCID 86700774{(S)-6-[(R)-4-bromo-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl esterHCID 90313784(1-Oxa-8-azonia-spiro[4.5]dec-8-yl)methyltrifluoroborate

Product 1

HCID 90313717HCID 90313717, compound

Procedure

The title compound is prepared from {(S)-6-[(R)-4-bromo-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester and (1-oxa-8-azonia-spiro[4.5]dec-8-yl)methyltrifluoroborate following a procedure analogous to that described for Intermediate 3. LC (method 1): tR=0.93 min; Mass spectrum (ESI+): m/z=546 [M+H]+.

Sources & evidence

ORD record
ord-2c5a3337db904e7bbefbe57abdd1718c
Source dataset
uspto-grants-2015_01
Patent number
US08927531B2

Reaction notes

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