2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 11-Acetyl-11,12-dihydro-3-(6-methoxy-3-pyridinyl)pyrido[3,4-c][1]benzazocine

HRID 2224341Notes

Reaction equation

HRID 2224341 reaction equation
ClC1N=CC2CN(C(=O)C)C3C=CC=CC=3C=CC=2C=1.COC1C=CC(B2OC(C)(C)C(C)(C)O2)=CN=1.[C:38]([N:41]1[C:48]2[CH:49]=[CH:50][CH:51]=[CH:52][C:47]=2[CH:46]=[CH:45][C:44]2[N:53]=[C:54]([C:58]3[CH:59]=[N:60][C:61]([O:64][CH3:65])=[CH:62][CH:63]=3)[C:55](F)=[CH:56][C:43]=2[CH2:42]1)(=[O:40])[CH3:39]>>[C:38]([N:41]1[C:48]2[CH:49]=[CH:50][CH:51]=[CH:52][C:47]=2[CH:46]=[CH:45][C:56]2[CH:55]=[C:54]([C:58]3[CH:59]=[N:60][C:61]([O:64][CH3:65])=[CH:62][CH:63]=3)[N:53]=[CH:44][C:43]=2[CH2:42]1)(=[O:40])[CH3:39]

Participants

4

Reactant 3

HCID 162177142-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 692911976-Acetyl-3-fluoro-5,6-dihydro-2-(6-methoxy-3-pyridinyl)-pyrido[3,2-c][1]benzazocineHCID 723667771-(3-chloro-12H-2,11-diaza-dibenzo[a,e]cycloocten-11-yl)-ethanone

Product 1

HCID 6929133311-Acetyl-11,12-dihydro-3-(6-methoxy-3-pyridinyl)pyrido[3,4-c][1]benzazocineYield 65%

Procedure

The title compound (16.3 mg, 65%) was prepared from 41D (20 mg, 0.07 mmol) and 2A (24.7 mg, 0.105 mmol) by a route analogous to that used for the preparation of 2B. HPLC Rt=2.453 min; LCMS Found: (M+H)+=358.

Sources & evidence

ORD record
ord-005c372240634cb5bd491707d01c2883
Source dataset
uspto-grants-2008_05
Patent number
US07378426B2

Reaction notes

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