4H,5H,6H,7H-thieno(2,3-c)pyridine → HCID 90313752, Verbindung

HRID 1422641

Reaktionsgleichung

Reaktionsgleichung von HRID 1422641
C[O:2][C:3](=[O:38])[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]([CH2:28][N:29]5[CH2:34][CH2:33][C:32]6[CH:35]=[CH:36][S:37][C:31]=6[CH2:30]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.COC(=O)C[C@H]1C2C=CC(O[C@H]3C4C(=C(CBr)C(C(F)(F)F)=CC=4)CC3)=CC=2OC1.S1C2CNCCC=2C=C1>>[S:37]1[C:31]2[CH2:30][N:29]([CH2:28][C:19]3[C:20]([C:24]([F:26])([F:25])[F:27])=[CH:21][CH:22]=[C:23]4[C:18]=3[CH2:17][CH2:16][C@H:15]4[O:14][C:12]3[CH:11]=[CH:10][C:9]4[C@H:5]([CH2:4][C:3]([OH:38])=[O:2])[CH2:6][O:7][C:8]=4[CH:13]=3)[CH2:34][CH2:33][C:32]=2[CH:35]=[CH:36]1

Komponenten

4

Edukt 3

HCID 123370254H,5H,6H,7H-thieno(2,3-c)pyridineHCID 86700813HCID 86700813, VerbindungHCID 90314437HCID 90314437, Verbindung

Produkt 1

HCID 90313752HCID 90313752, Verbindung

Versuchsvorschrift

The methyl ester of the title compound, {(S)-6-[(R)-4-(4,7-dihydro-thieno[2,3-c]pyridin-6-ylmethyl)-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester, is prepared from {(S)-6-[(R)-4-bromomethyl-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester and 4,5,6,7-tetrahydro-thieno[2,3-c]pyridine following a procedure analogous to that described for Intermediate 42. The crude product is directly submitted to the saponification conditions described for Example 1 to give the title compound upon chromatography on reversed phase (HPLC; acetonitrile/water). LC (method 6): tR=0.91 min; Mass spectrum (ESI+): m/z=530 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-fa9637142d1e408089f14bc1e7e14d71
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08927531B2

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