Pyrazolo(1,5-a)pyridine-2-carboxylic acid → N-[(1R,2S)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1,9-diazabicyclo[4.3.0]nona-2,4,6,8-tetraene-8-carboxamide

HRID 13207Notes

Reaction equation

HRID 13207 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][C@H:18]([C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=4)[C@@H:19]([NH2:21])[CH3:20])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[N:30]1[N:34]2[CH:35]=[CH:36][CH:37]=[CH:38][C:33]2=[CH:32][C:31]=1[C:39](O)=[O:40]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][C@H:18]([C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=4)[C@@H:19]([NH:21][C:39]([C:31]4[CH:32]=[C:33]5[N:34]([N:30]=4)[CH:35]=[CH:36][CH:37]=[CH:38]5)=[O:40])[CH3:20])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 7127820Pyrazolo(1,5-a)pyridine-2-carboxylic acidHCID 59339733(1R,2S)-1-(1-(4-fluorophenyl)indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-amine

Product 1

HCID 59339748N-[(1R,2S)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1,9-diazabicyclo[4.3.0]nona-2,4,6,8-tetraene-8-carboxamide

Procedure

Prepared as described in Example 269 from (1R,2S)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-amine (6a, 50 mg, 0.13 mmol) and pyrazolo[1,5-a]pyridine-2-carboxylic acid (24 mg, 0.15 mmol).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4657dedd79974aab9e039064b29e0145
Source dataset
uspto-grants-2010_06
Patent number
US07728030B2

Reaction notes

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