Diisopropylcarbodiimide → HCID 178453092, compound

HRID 450340Notes

Reaction equation

HRID 450340 reaction equation
[F:1][C:2]([F:28])([F:27])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:26])[C:11]2[CH:16]=[C:15]([NH2:17])[C:14]([NH2:18])=[N:13][C:12]=2[N:19]2[CH2:24][CH2:23][CH:22]([F:25])[CH2:21][CH2:20]2)[CH2:5][CH2:4]1.[C:29]([O:33][C:34](=[O:49])[NH:35][CH2:36][C:37]1[CH:42]=[C:41]([F:43])[C:40]([Cl:44])=[C:39]([N:45]=[C:46]=S)[C:38]=1[Cl:48])([CH3:32])([CH3:31])[CH3:30].CC(C)N=C=NC(C)C>>[F:28][C:2]([F:1])([F:27])[C@H:3]1[CH2:4][CH2:5][C@H:6]([NH:9][C:10]([C:11]2[CH:16]=[C:15]3[N:17]=[C:46]([NH:45][C:39]4[C:40]([Cl:44])=[C:41]([F:43])[CH:42]=[C:37]([CH2:36][NH:35][C:34]([O:33][C:29]([CH3:31])([CH3:30])[CH3:32])=[O:49])[C:38]=4[Cl:48])[NH:18][C:14]3=[N:13][C:12]=2[N:19]2[CH2:24][CH2:23][CH:22]([F:25])[CH2:21][CH2:20]2)=[O:26])[CH2:7][CH2:8]1

Participants

4

Reactant 3

HCID 12734DiisopropylcarbodiimideHCID 86674498HCID 86674498, compoundHCID 178507777HCID 178507777, compound

Product 1

HCID 178453092HCID 178453092, compound

Procedure

The subtitle compound is prepared in analogy to 2d from N-(trans-4-trifluoromethyl-cyclohexyl)-5,6-diamino-2-(4-fluoro-piperidinyl)-nicotinic acid amide, (2,4-dichloro-5-fluoro-3-isothiocyanato-benzyl)-carbamic acid tert-butyl ester and DIC. The product is purified via prep. HPLC (C-18 stable bond, eluent gradient: water(+0.15% HCOOH)/MeOH 9:1->MeOH).

Workup

  1. customThe product is purified via prep

Sources & evidence

ORD record
ord-9448316570e24cb8b7449842d88ba2c4
Source dataset
uspto-grants-2013_07
Patent number
US08486968B2

Reaction notes

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