HCID 178465147, compound → HCID 178465146, compound

HRID 518612Notes

Reaction equation

NC1N([C@@H]2CC[C@H](C(OC)=O)CC2)C2C=C(CO[Si](C(C)C)(C(C)C)C(C)C)C=CC=2N=1.[CH2:33]([NH:35][C:36]([C@@H:38]1[CH2:43][CH2:42][C@H:41]([N:44]2[C:48]3[CH:49]=[C:50]([CH2:53][N:54]4[CH2:59][CH2:58][CH2:57][CH2:56][CH2:55]4)[CH:51]=[CH:52][C:47]=3[NH:46]/[C:45]/2=[N:60]\[C:61](=[O:69])[C:62]2[CH:67]=[CH:66][C:65](F)=[CH:64][CH:63]=2)[CH2:40][CH2:39]1)=[O:37])[CH3:34]>>[CH2:33]([NH:35][C:36]([C@@H:38]1[CH2:43][CH2:42][C@H:41]([N:44]2[C:48]3[CH:49]=[C:50]([CH2:53][N:54]4[CH2:59][CH2:58][CH2:57][CH2:56][CH2:55]4)[CH:51]=[CH:52][C:47]=3[N:46]=[C:45]2[NH:60][C:61](=[O:69])[C:62]2[CH:63]=[CH:64][CH:65]=[CH:66][CH:67]=2)[CH2:40][CH2:39]1)=[O:37])[CH3:34]

Participants

Reactant 2

HCID 178465147HCID 178465147, compound

HCID 178501188HCID 178501188, compound

Product 1

HCID 178465146HCID 178465146, compound

Procedure

The title compound was prepared in 5 steps from cis-methyl 4-(2-amino-6-((triisopropylsilyloxy)methyl)-1H-benzo[d]imidazol-1-yl)cyclohexanecarboxylate using a method analogous to the preparation of (E)-N-(1-(cis-4-(ethylcarbamoyl)cyclohexyl)-6-(piperidin-1-ylmethyl)-1H-benzo[d]imidazol-2 (3H)-ylidene)-4-fluorobenzamide. MS m/z=488.2 [M+H]. Calc'd for C29H37N5O2: 487.3.

Sources & evidence

ORD record: ord-f1712c0f01a941fa85e310e2fcee52ad
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09115127B2

Reaction notes

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