HCID 21302475, compound → HCID 178505438, compound

HRID 1764922Notes

Reaction equation

HRID 1764922 reaction equation
[CH2:1]1[N:11]2[C:12]3[C:8]([C@@H:9]4[CH2:16][NH:15][CH2:14][CH2:13][C@@H:10]42)=[CH:7][CH:6]=[CH:5][C:4]=3[O:3][CH2:2]1.Cl[CH2:18][CH2:19][CH2:20][C:21]1[C:29]2[C:24](=[CH:25][C:26]([F:30])=[CH:27][CH:28]=2)[NH:23][N:22]=1>>[F:30][C:26]1[CH:25]=[C:24]2[C:29]([C:21]([CH2:20][CH2:19][CH2:18][N:15]3[CH2:14][CH2:13][C@@H:10]4[N:11]5[CH2:1][CH2:2][O:3][C:4]6[CH:5]=[CH:6][CH:7]=[C:8]([C:12]5=6)[C@@H:9]4[CH2:16]3)=[N:22][NH:23]2)=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 21302475HCID 21302475, compoundHCID 178505433HCID 178505433, compound

Product 1

HCID 178505438HCID 178505438, compound

Procedure

The title compound was prepared by the method of Example 355 Step B as a yellow oil (60 mg, 63%) from (6bR,10aS)-1,2,6b,7,8,9,10,10a-octahydro[1,4]oxazino-[2,3,4-hi]pyrido[4,3-b]indole (63 mg, 0.29 mmol) and 3-(3-chloropropyl)-6-fluoroindazole (93 mg, 0.43 mmol). 1H NMR (CDCl3, 300 MHz) δ1.89-2.15 (m, 5H), 2.27-2.38 (m, 1H), 2.43-2.55 (m, 2H), 2.71-2.80 (m, 2H), 2.88-3.02 (m, 3H), 3.18-3.32 (m, 3H), 4.43 (dd, J=6.2, 1.8 Hz, 2H), 6.60-6.72 (m, 3H), 6.90 (dt, J=9.1, 2.2 Hz, 1H), 7.07 (dd, J=9.2, 1.9 Hz, 1H), 7.63 (dd, J=8.8, 5.1 Hz, 1H), 9.85-10.15 (br-s, 1H) ppm.

Sources & evidence

ORD record
ord-948f318fdbb444a2ac188d110b71cea4
Source dataset
uspto-grants-2007_06
Patent number
USRE039679E1

Reaction notes

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