HCID 178457852, compound → HCID 178457810, compound

HRID 518704Notes

Reaction equation

HRID 518704 reaction equation
[NH2:1][C:2]1[C:3]([NH:23][C@H:24]2[CH2:29][CH2:28][C@@H:27]([C:30](=[O:35])[NH:31][CH:32]([CH3:34])[CH3:33])[CH2:26][CH2:25]2)=[CH:4][C:5]([O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:11][CH2:10]2)=[N:6][CH:7]=1.[F:36][C:37]1[CH:71]=[CH:70][C:40]([C:41](/[N:43]=[C:44]2/N([C@H]3CC[C@@H](C(=O)NC(C)C)CC3)C3C=C(OCCOC)N=CC=3N/2)=[O:42])=[CH:39][CH:38]=1>>[F:36][C:37]1[CH:38]=[CH:39][C:40]([C:41](/[N:43]=[C:44]2/[N:23]([C@H:24]3[CH2:25][CH2:26][C@@H:27]([C:30](=[O:35])[NH:31][CH:32]([CH3:33])[CH3:34])[CH2:28][CH2:29]3)[C:3]3[CH:4]=[C:5]([O:8][CH:9]4[CH2:14][CH2:13][N:12]([CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:11][CH2:10]4)[N:6]=[CH:7][C:2]=3[NH:1]/2)=[O:42])=[CH:70][CH:71]=1

Participants

3

Reactant 2

HCID 178457852HCID 178457852, compoundHCID 178496069HCID 178496069, compound

Product 1

HCID 178457810HCID 178457810, compoundYield 79%

Procedure

The title compound was prepared from tert-butyl 2-(4-(5-amino-4-(cis-4-(isopropylcarbamoyl)cyclohexylamino)pyridin-2-yloxy)piperidin-1-yl)acetate using a procedure analogous to that used for (E)-4-fluoro-N-(1-(cis-4-(isopropylcarbamoyl)cyclohexyl)-6-(2-methoxyethoxy)-1H-imidazo[4,5-c]pyridin-2(3H)-ylidene)benzamide. Isolated as an off-white solid (124 mg, 79% yield, last step). M/Z calc'd for C34H45FN6O5: 636.76. found 637 [M+H].

Workup

  1. customIsolated as an off-white solid (124 mg, 79% yield, last step)

Sources & evidence

ORD record
ord-02723b2d9ab34710a7f2aee231285b0f
Source dataset
uspto-grants-2015_08
Patent number
US09115127B2

Reaction notes

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