HCID 117952267, compound → HCID 117952002, compound

HRID 1499264Notes

Reaction equation

[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:20][CH2:19][C:11]3([CH2:15][NH:14][C@H:13]([C:16]([OH:18])=[O:17])[CH2:12]3)[CH2:10][CH2:9]2)[CH:5]=[C:4]([O:21][C@H:22]([C:27]2[CH:32]=[CH:31][C:30]([C:33]3C=CC=C(OC)C=3)=[CH:29][CH:28]=2)[C:23]([F:26])([F:25])[F:24])[N:3]=1.[F:41][C:42]1[C:43](=O)[NH:44][C:45]2[C:50]([CH:51]=1)=[CH:49][C:48](B1OC(C)(C)C(C)(C)O1)=[CH:47][CH:46]=2>>[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:20][CH2:19][C:11]3([CH2:15][NH:14][C@H:13]([C:16]([OH:18])=[O:17])[CH2:12]3)[CH2:10][CH2:9]2)[CH:5]=[C:4]([O:21][C@H:22]([C:27]2[CH:32]=[CH:31][C:30]([C:48]3[CH:49]=[C:50]4[C:45](=[CH:46][CH:47]=3)[N:44]=[CH:43][C:42]([F:41])=[CH:51]4)=[CH:33][C:28]=2[CH3:29])[C:23]([F:24])([F:25])[F:26])[N:3]=1

Participants

Reactant 2

HCID 117952267HCID 117952267, compound

HCID 131734259HCID 131734259, compound

Product 1

HCID 117952002HCID 117952002, compound

Procedure

The title compound was prepared as described for (S)-8-(2-amino-6-((R)-2,2,2-trifluoro-1-(3′-methoxy-[1,1′-biphenyl]-4-yl)ethoxy)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-3-carboxylic acid (Example 55an) Steps 4-5. 3-Fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolone was used as the Suzuki coupling partner (CAS#1251731-31-3).

Sources & evidence

ORD record: ord-2d0cd00e23cb42dc954c7cfd023a5376
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09199994B2

Reaction notes

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