{(S)-6-[(R)-4-bromo-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester → HCID 178500720, compound

HRID 237601Notes

Reaction equation

HRID 237601 reaction equation
Br[C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)=[CH:4][C:3]=1[CH3:14].[F:15][C:16]1[CH:17]=[CH:18][C:19](B2OC(C)(C)C(C)(C)O2)=[C:20]2[C:24]=1[C@H:23]([O:25][C:26]1[CH:39]=[CH:38][C:29]3[C@H:30]([CH2:33][C:34]([O:36][CH3:37])=[O:35])[CH2:31][O:32][C:28]=3[CH:27]=1)[CH2:22][CH2:21]2.BrC1C=CC(F)=C2C=1CC[C@H]2OC1C=CC2[C@H](CC(OC)=O)COC=2C=1>>[CH3:14][C:3]1[CH:4]=[C:5]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)[CH:6]=[C:7]([CH3:8])[C:2]=1[C:19]1[CH:18]=[CH:17][C:16]([F:15])=[C:24]2[C:20]=1[CH2:21][CH2:22][C@H:23]2[O:25][C:26]1[CH:39]=[CH:38][C:29]2[C@H:30]([CH2:33][C:34]([O:36][CH3:37])=[O:35])[CH2:31][O:32][C:28]=2[CH:27]=1

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 866972675-(4-Bromo-3,5-dimethylphenyl)-2H-1,2,3,4-tetrazole

Product 1

HCID 178500720HCID 178500720, compound

Procedure

The title compound is prepared from 5-(4-bromo-3,5-dimethylphenyl)-1H-tetrazole 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 11): tR=1.05 min; Mass spectrum (ESI+): m/z=515 [M+H]+.

Sources & evidence

ORD record
ord-8c9a31a97b3e448ba1997748e6cca55f
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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