Triphosgene → 1-[2-((R)-Indan-1-ylamino)-quinolin-6-yl]-3-[1-(2-methylsulfanyl-ethyl)-piperidin-4-yl]-urea

HRID 1928751Notes

Reaction equation

HRID 1928751 reaction equation
[C:1](=[O:12])(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl.Cl.Cl.[CH3:15][S:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][CH:22]([NH2:25])[CH2:21][CH2:20]1.[C@H:26]1([NH:35][C:36]2[CH:45]=[CH:44][C:43]3[C:38](=[CH:39][CH:40]=[C:41]([NH2:46])[CH:42]=3)[N:37]=2)[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:28][CH2:27]1>>[C@H:26]1([NH:35][C:36]2[CH:45]=[CH:44][C:43]3[C:38](=[CH:39][CH:40]=[C:41]([NH:46][C:1]([NH:25][CH:22]4[CH2:21][CH2:20][N:19]([CH2:18][CH2:17][S:16][CH3:15])[CH2:24][CH2:23]4)=[O:12])[CH:42]=3)[N:37]=2)[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:28][CH2:27]1

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 509443381-[2-(Methylthio)ethyl]piperidin-4-amine dihydrochlorideHCID 57860958(R)-N2-Indan-1-yl-quinoline-2,6-diamine

Product 1

HCID 442177761-[2-((R)-Indan-1-ylamino)-quinolin-6-yl]-3-[1-(2-methylsulfanyl-ethyl)-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-(2-methylsulfanyl-ethyl)-piperidin-4-ylamine dihydrochloride and (R)—N2-indan-1-yl-quinoline-2,6-diamine; MS: m/e=476.7 (M+H+).

Sources & evidence

ORD record
ord-097234b2fea6413fa1886409bd2d1e63
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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