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

HRID 1928753Notes

Reaction equation

HRID 1928753 reaction equation
[C:1](=O)(OC(Cl)(Cl)Cl)[O:2]C(Cl)(Cl)Cl.Cl.[NH2:14][CH:15]1[CH2:20][CH2:19][N:18]([C:21](=[O:27])[CH2:22][C:23]([F:26])([F:25])[F:24])[CH2:17][CH2:16]1.[CH3:28][O:29][C:30]1[CH:31]=[CH:32][CH:33]=[C:34]2[C:38]=1[CH:37]([NH:39][C:40]1[CH:49]=[CH:48][C:47]3[C:42](=[CH:43][CH:44]=[C:45]([NH2:50])[CH:46]=3)[N:41]=1)[CH2:36][CH2:35]2>>[CH3:28][O:29][C:30]1[CH:31]=[CH:32][CH:33]=[C:34]2[C:38]=1[CH:37]([NH:39][C:40]1[CH:49]=[CH:48][C:47]3[C:42](=[CH:43][CH:44]=[C:45]([NH:50][C:1]([NH:14][CH:15]4[CH2:16][CH2:17][N:18]([C:21](=[O:27])[CH2:22][C:23]([F:24])([F:25])[F:26])[CH2:19][CH2:20]4)=[O:2])[CH:46]=3)[N:41]=1)[CH2:36][CH2:35]2

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 470033811-(4-Aminopiperidin-1-yl)-3,3,3-trifluoropropan-1-one hydrochlorideHCID 57860964Rac-n2-(7-methoxy-indan-1-yl)-quinoline-2,6-diamine

Product 1

HCID 44217625Rac-1-[2-(7-methoxy-indan-1-ylamino)-quinolin-6-yl]-3-[1-(3,3,3-trifluoro-propionyl)-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-(4-amino-piperidin-1-yl)-3,3,3-trifluoro-propan-1-one hydrochloride and rac-N2-(7-methoxy-indan-1-yl)-quinoline-2,6-diamine (Example 172); MS: m/e=542.8 (M+H+).

Sources & evidence

ORD record
ord-c935c809523f451f93212108c233aa2b
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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