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

HRID 1928756Notes

Reaction equation

HRID 1928756 reaction equation
[C:1](=O)(OC(Cl)(Cl)Cl)[O:2]C(Cl)(Cl)Cl.[CH3:13][O:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH:20]([NH2:23])[CH2:19][CH2:18]1.[CH3:24][O:25][C:26]1[CH:27]=[CH:28][CH:29]=[C:30]2[C:35]=1[CH:34]([NH:36][C:37]1[CH:46]=[CH:45][C:44]3[C:39](=[CH:40][CH:41]=[C:42]([NH2:47])[CH:43]=3)[N:38]=1)[CH2:33][CH2:32][CH2:31]2>>[CH3:13][O:14][CH2:15][CH2:16][N:17]1[CH2:18][CH2:19][CH:20]([NH:23][C:1]([NH:47][C:42]2[CH:43]=[C:44]3[C:39](=[CH:40][CH:41]=2)[N:38]=[C:37]([NH:36][CH:34]2[C:35]4[C:30](=[CH:29][CH:28]=[CH:27][C:26]=4[O:25][CH3:24])[CH2:31][CH2:32][CH2:33]2)[CH:46]=[CH:45]3)=[O:2])[CH2:21][CH2:22]1

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 201191211-(2-Methoxyethyl)piperidin-4-amineHCID 57860959Rac-n2-(8-methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-quinoline-2,6-diamine

Product 1

HCID 68630424Rac-1-[1-(2-methoxy-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-methoxy-ethyl)-piperidin-4-ylamine and rac-N2-(8-methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-quinoline-2,6-diamine; MS: m/e=504.5 (M+H+).

Sources & evidence

ORD record
ord-f703f4a1165b49afab7d12c99c7c75e5
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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