Triphosgene → Rac-1-[2-(7-methoxy-indan-1-ylamino)-quinolin-6-yl]-3-[1-(2-methylsulfanyl-ethyl)-piperidin-4-yl]-urea

HRID 1928752Notes

Reaction equation

HRID 1928752 reaction equation
[C:1](=O)(OC(Cl)(Cl)Cl)[O:2]C(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.[CH3:26][O:27][C:28]1[CH:29]=[CH:30][CH:31]=[C:32]2[C:36]=1[CH:35]([NH:37][C:38]1[CH:47]=[CH:46][C:45]3[C:40](=[CH:41][CH:42]=[C:43]([NH2:48])[CH:44]=3)[N:39]=1)[CH2:34][CH2:33]2>>[CH3:26][O:27][C:28]1[CH:29]=[CH:30][CH:31]=[C:32]2[C:36]=1[CH:35]([NH:37][C:38]1[CH:47]=[CH:46][C:45]3[C:40](=[CH:41][CH:42]=[C:43]([NH:48][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:2])[CH:44]=3)[N:39]=1)[CH2:34][CH2:33]2

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 509443381-[2-(Methylthio)ethyl]piperidin-4-amine dihydrochlorideHCID 57860964Rac-n2-(7-methoxy-indan-1-yl)-quinoline-2,6-diamine

Product 1

HCID 44217626Rac-1-[2-(7-methoxy-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 rac-N2-(7-methoxy-indan-1-yl)-quinoline-2,6-diamine (Example 172); MS: m/e=506.8 (M+H+).

Sources & evidence

ORD record
ord-75a4995fc0ac4f8f80926b2ebf7e1138
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

Loading…