Triphosgene → Rac-1-[1-(2-fluoro-ethyl)-piperidin-4-yl]-3-[2-(8-methoxy-1,2,3,4-tetrahydro-naphthalen-1-ylamino)-quinolin-6-yl]-urea

HRID 1928757Notes

Reaction equation

HRID 1928757 reaction equation
[C:1](=O)(OC(Cl)(Cl)Cl)[O:2]C(Cl)(Cl)Cl.[F:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH:19]([NH2:22])[CH2:18][CH2:17]1.[CH3:23][O:24][C:25]1[CH:26]=[CH:27][CH:28]=[C:29]2[C:34]=1[CH:33]([NH:35][C:36]1[CH:45]=[CH:44][C:43]3[C:38](=[CH:39][CH:40]=[C:41]([NH2:46])[CH:42]=3)[N:37]=1)[CH2:32][CH2:31][CH2:30]2>>[F:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH:19]([NH:22][C:1]([NH:46][C:41]2[CH:42]=[C:43]3[C:38](=[CH:39][CH:40]=2)[N:37]=[C:36]([NH:35][CH:33]2[C:34]4[C:29](=[CH:28][CH:27]=[CH:26][C:25]=4[O:24][CH3:23])[CH2:30][CH2:31][CH2:32]2)[CH:45]=[CH:44]3)=[O:2])[CH2:18][CH2:17]1

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 167480921-(2-Fluoroethyl)piperidin-4-amineHCID 57860959Rac-n2-(8-methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-quinoline-2,6-diamine

Product 1

HCID 87523350Rac-1-[1-(2-fluoro-ethyl)-piperidin-4-yl]-3-[2-(8-methoxy-1,2,3,4-tetrahydro-naphthalen-1-ylamino)-quinolin-6-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-fluoroethyl)-piperidin-4-ylamine and rac-N2-(8-methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-quinoline-2,6-diamine; MS: m/e=492.5 (M+H+).

Sources & evidence

ORD record
ord-2c41efdd50f64b8cb586413121ad7132
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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