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

HRID 1928741Notes

Reaction equation

HRID 1928741 reaction equation
[C:1](=O)(OC(Cl)(Cl)Cl)[O:2]C(Cl)(Cl)Cl.[CH3:13][N:14]1[CH2:19][CH2:18][CH:17]([NH2:20])[CH2:16][CH2:15]1.[CH3:21][O:22][C:23]1[CH:24]=[CH:25][CH:26]=[C:27]2[C:31]=1[CH:30]([NH:32][C:33]1[CH:42]=[CH:41][C:40]3[C:35](=[CH:36][CH:37]=[C:38]([NH2:43])[CH:39]=3)[N:34]=1)[CH2:29][CH2:28]2>>[CH3:21][O:22][C:23]1[CH:24]=[CH:25][CH:26]=[C:27]2[C:31]=1[CH:30]([NH:32][C:33]1[CH:42]=[CH:41][C:40]3[C:35](=[CH:36][CH:37]=[C:38]([NH:43][C:1]([NH:20][CH:17]4[CH2:18][CH2:19][N:14]([CH3:13])[CH2:15][CH2:16]4)=[O:2])[CH:39]=3)[N:34]=1)[CH2:29][CH2:28]2

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 27375314-Amino-1-methylpiperidineHCID 57860964Rac-n2-(7-methoxy-indan-1-yl)-quinoline-2,6-diamine

Product 1

HCID 44217940Rac-1-[2-(7-methoxy-indan-1-ylamino)-quinolin-6-yl]-3-(1-methyl-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-methyl-piperidin-4-ylamine and rac-N2-(7-methoxy-indan-1-yl)-quinoline-2,6-diamine (Example 172); MS: m/e=446.7 (M+H+).

Sources & evidence

ORD record
ord-4339345dc4314ddd90d004d71d7055f6
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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