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

HRID 1928748Notes

Reaction equation

HRID 1928748 reaction equation
[C:1](=O)(OC(Cl)(Cl)Cl)[O:2]C(Cl)(Cl)Cl.[F:13][C:14]([F:25])([F:24])[CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH:20]([NH2:23])[CH2:19][CH2:18]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:23][CH:20]4[CH2:19][CH2:18][N:17]([CH2:16][CH2:15][C:14]([F:13])([F:24])[F:25])[CH2:22][CH2:21]4)=[O:2])[CH:44]=3)[N:39]=1)[CH2:34][CH2:33]2

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 508967091-(3,3,3-Trifluoropropyl)piperidin-4-amineHCID 57860964Rac-n2-(7-methoxy-indan-1-yl)-quinoline-2,6-diamine

Product 1

HCID 44217777Rac-1-[2-(7-methoxy-indan-1-ylamino)-quinolin-6-yl]-3-[1-(3,3,3-trifluoro-propyl)-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-(3,3,3-trifluoro-propyl)-piperidin-4-ylamine and rac-N2-(7-methoxy-indan-1-yl)-quinoline-2,6-diamine (Example 172); MS: m/e=528.8 (M+H+).

Sources & evidence

ORD record
ord-51ccc18e3c99470cb54c1a7069c55d1f
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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