Triphosgene → 1-[2-((R)-Indan-1-ylamino)-quinolin-6-yl]-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-urea

HRID 1928737Notes

Reaction equation

HRID 1928737 reaction equation
[C:1](=[O:12])(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl.[O:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[O:19][CH2:20][CH2:21][NH2:22].[C@H:23]1([NH:32][C:33]2[CH:42]=[CH:41][C:40]3[C:35](=[CH:36][CH:37]=[C:38]([NH2:43])[CH:39]=3)[N:34]=2)[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24]1>>[C@H:23]1([NH:32][C:33]2[CH:42]=[CH:41][C:40]3[C:35](=[CH:36][CH:37]=[C:38]([NH:43][C:1]([NH:22][CH2:21][CH2:20][O:19][CH:14]4[CH2:15][CH2:16][CH2:17][CH2:18][O:13]4)=[O:12])[CH:39]=3)[N:34]=2)[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24]1

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 10820667HCID 10820667, compoundHCID 57860958(R)-N2-Indan-1-yl-quinoline-2,6-diamine

Product 1

HCID 442180981-[2-((R)-Indan-1-ylamino)-quinolin-6-yl]-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-urea

Procedure

The title compound was prepared in accordance with the general method 4 described in example 16 from bis(trichloromethyl) carbonate, 2-(tetrahydro-pyran-2-yloxy)-ethylamine and (R)—N2-indan-1-yl-quinoline-2,6-diamine; MS: m/e=446.6 (M+H+).

Sources & evidence

ORD record
ord-1cb4b0c3ca7a44a3ad2ff82ce81a9418
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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