Triphosgene → Rac-1-[2-(6-fluoro-indan-1-ylamino)-quinolin-6-yl]-3-(1-isopropyl-piperidin-4-yl)-urea

HRID 1928846Notes

Reaction equation

HRID 1928846 reaction equation
[C:1](=[O:12])(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl.[CH:13]([N:16]1[CH2:21][CH2:20][CH:19]([NH2:22])[CH2:18][CH2:17]1)([CH3:15])[CH3:14].[F:23][C:24]1[CH:32]=[C:31]2[C:27]([CH2:28][CH2:29][CH:30]2[NH:33][C:34]2[CH:43]=[CH:42][C:41]3[C:36](=[CH:37][CH:38]=[C:39]([NH2:44])[CH:40]=3)[N:35]=2)=[CH:26][CH:25]=1>>[F:23][C:24]1[CH:32]=[C:31]2[C:27]([CH2:28][CH2:29][CH:30]2[NH:33][C:34]2[CH:43]=[CH:42][C:41]3[C:36](=[CH:37][CH:38]=[C:39]([NH:44][C:1]([NH:22][CH:19]4[CH2:20][CH2:21][N:16]([CH:13]([CH3:15])[CH3:14])[CH2:17][CH2:18]4)=[O:12])[CH:40]=3)[N:35]=2)=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 31633331-(Propan-2-yl)piperidin-4-amineHCID 68639984Rac-n2-(6-fluoro-indan-1-yl)-quinoline-2,6-diamine

Product 1

HCID 68632064Rac-1-[2-(6-fluoro-indan-1-ylamino)-quinolin-6-yl]-3-(1-isopropyl-piperidin-4-yl)-urea

Procedure

The title compound was prepared in accordance with the general method 4 described in example 16 from bis(trichloromethyl) carbonate, 1-isopropyl-piperidin-4-ylamine (CAS no: 127285-08-9) and rac-N2-(6-fluoro-indan-1-yl)-quinoline-2,6-diamine; MS: m/e=462.5 (M+H+).

Sources & evidence

ORD record
ord-76ac75f0abb6499e9d3ffd66e85b3d5c
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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