HCID 178458671, compound → HCID 178458672, compound

HRID 518761Notes

Reaction equation

OC(C1CCN(CC2C=CC([N+]([O-])=O)=C(N[C@H]3CC[C@H](C(N)=O)CC3)C=2)CC1)(C)C.[C:31]([C@@H:34]1[CH2:39][CH2:38][C@H:37]([N:40]2[C:44]3[CH:45]=[C:46]([CH2:49][N:50]4[CH2:55][CH2:54][CH:53]([C:56]([OH:59])([CH3:58])[CH3:57])[CH2:52][CH2:51]4)[CH:47]=[CH:48][C:43]=3[NH:42]/[C:41]/2=[N:60]\[C:61](=[O:69])[C:62]2[CH:67]=[CH:66][CH:65]=[C:64]([F:68])[CH:63]=2)[CH2:36][CH2:35]1)(=[O:33])[NH2:32]>>[C:31]([C@H:34]1[CH2:39][CH2:38][C@H:37]([N:40]2[C:44]3[CH:45]=[C:46]([CH2:49][N:50]4[CH2:51][CH2:52][CH:53]([C:56]([OH:59])([CH3:58])[CH3:57])[CH2:54][CH2:55]4)[CH:47]=[CH:48][C:43]=3[NH:42]/[C:41]/2=[N:60]\[C:61](=[O:69])[C:62]2[CH:67]=[CH:66][CH:65]=[C:64]([F:68])[CH:63]=2)[CH2:36][CH2:35]1)(=[O:33])[NH2:32]

Participants

Reactant 2

HCID 178458671HCID 178458671, compound

HCID 178458677HCID 178458677, compound

Product 1

HCID 178458672HCID 178458672, compound

Procedure

The title compound was prepared in 2 steps from trans-4-(5-((4-(2-hydroxypropan-2-yl)piperidin-1-yl)methyl)-2-nitrophenylamino)cyclohexane-carboxamide using a method analogous to the preparation of (E)-N-(1-(cis-4-carbamoylcyclohexyl)-6-((4-(2-hydroxypropan-2-yl)piperidin-1-yl)methyl)-1H-benzo[d]imidazol-2(3H)-ylidene)-3-fluorobenzamide (75 mg, 45%). MS, m/z (C30H38FN5O3): calcd, 535.3. found, 536.1 [M+H].

Sources & evidence

ORD record: ord-9b880aa21c4e40c2b33c1a1051975d9f
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09115127B2

Reaction notes

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