{(S)-6-[(R)-4-bromo-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester → HCID 86697278, compound

HRID 237608Notes

Reaction equation

HRID 237608 reaction equation
Br[C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:9]2[N:10]=[N:11][N:12]([C:14]([CH3:18])([CH3:17])[CH2:15][OH:16])[N:13]=2)=[CH:4][C:3]=1[CH3:19].[F:20][C:21]1[CH:22]=[CH:23][C:24](B2OC(C)(C)C(C)(C)O2)=[C:25]2[C:29]=1[C@H:28]([O:30][C:31]1[CH:44]=[CH:43][C:34]3[C@H:35]([CH2:38][C:39]([O:41][CH3:42])=[O:40])[CH2:36][O:37][C:33]=3[CH:32]=1)[CH2:27][CH2:26]2.BrC1C=CC(F)=C2C=1CC[C@H]2OC1C=CC2[C@H](CC(OC)=O)COC=2C=1>>[F:20][C:21]1[CH:22]=[CH:23][C:24]([C:2]2[C:7]([CH3:8])=[CH:6][C:5]([C:9]3[N:10]=[N:11][N:12]([C:14]([CH3:18])([CH3:17])[CH2:15][OH:16])[N:13]=3)=[CH:4][C:3]=2[CH3:19])=[C:25]2[C:29]=1[C@H:28]([O:30][C:31]1[CH:44]=[CH:43][C:34]3[C@H:35]([CH2:38][C:39]([O:41][CH3:42])=[O:40])[CH2:36][O:37][C:33]=3[CH:32]=1)[CH2:27][CH2:26]2

Participants

4

Reactant 3

HCID 86697103{(S)-6-[(R)-4-bromo-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl esterHCID 86697106{(S)-6-[(R)-7-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl esterHCID 86697279HCID 86697279, compound

Product 1

HCID 86697278HCID 86697278, compound

Procedure

The title compound is prepared from 2-(5-(4-bromo-3,5-dimethylphenyl)-2H-tetrazol-2-yl)-2-methylpropan-1-ol and methyl 2-((S)-6-((R)-7-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate following a procedure analogous to that described in Step 5 of Intermediate 1. LC (method 15): tR=1.25 min; Mass spectrum (ESI+): m/z=587 [M+H]+.

Sources & evidence

ORD record
ord-38cac90432da4b4ebd587fda388d15e2
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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