6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine → 1-(3-methoxy-6-(6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-1,4-diazepan-6-ol

HRID 57910Notes

Reaction equation

HRID 57910 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([C:8]2[N:13]=[CH:12][C:11]3[CH:14]=[N:15][NH:16][C:10]=3[CH:9]=2)[CH:5]=[N:4][CH:3]=1.Br[C:18]1[N:23]=[C:22]([N:24]2[CH2:30][CH:29]([OH:31])[CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]2)[C:21]([O:39][CH3:40])=[CH:20][CH:19]=1>>[CH3:40][O:39][C:21]1[C:22]([N:24]2[CH2:30][CH:29]([OH:31])[CH2:28][NH:27][CH2:26][CH2:25]2)=[N:23][C:18]([N:16]2[C:10]3[CH:9]=[C:8]([C:6]4[CH:5]=[N:4][CH:3]=[C:2]([CH3:1])[N:7]=4)[N:13]=[CH:12][C:11]=3[CH:14]=[N:15]2)=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 867070806-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridineHCID 86707101Tert-butyl 4-(6-bromo-3-methoxy-2-pyridyl)-6-hydroxy-1,4-diazepane-1-carboxylate

Product 1

HCID 867071021-(3-methoxy-6-(6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-1,4-diazepan-6-olYield 4.5%

Procedure

Following the procedures as described in EXAMPLE 86 and starting with 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine and tert-butyl 4-(6-bromo-3-methoxy-2-pyridyl)-6-hydroxy-1,4-diazepane-1-carboxylate, 207 was obtained as an off-white solid (4.4 mg, 4.5%) over 2 steps. MS (ESI) m/z: 433.1 [M+H]+

Sources & evidence

ORD record
ord-691ffcbe880e44779e563a3610eed3f8
Source dataset
uspto-grants-2016_09
Patent number
US09434725B2

Reaction notes

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