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

HRID 1928747Notes

Reaction equation

HRID 1928747 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:33]=1[CH:32]([NH:34][C:35]1[CH:44]=[CH:43][C:42]3[C:37](=[CH:38][CH:39]=[C:40]([NH2:45])[CH:41]=3)[N:36]=1)[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:45][C:40]2[CH:41]=[C:42]3[C:37](=[CH:38][CH:39]=2)[N:36]=[C:35]([NH:34][CH:32]2[C:33]4[C:29](=[CH:28][CH:27]=[CH:26][C:25]=4[O:24][CH3:23])[CH2:30][CH2:31]2)[CH:44]=[CH:43]3)=[O:2])[CH2:18][CH2:17]1

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 167480921-(2-Fluoroethyl)piperidin-4-amineHCID 57860964Rac-n2-(7-methoxy-indan-1-yl)-quinoline-2,6-diamine

Product 1

HCID 44217778Rac-1-[1-(2-fluoro-ethyl)-piperidin-4-yl]-3-[2-(7-methoxy-indan-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-(7-methoxy-indan-1-yl)-quinoline-2,6-diamine (Example 172); MS: m/e=478.7 (M+H+).

Sources & evidence

ORD record
ord-421b9a90af234d879eeaee5761a3b657
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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