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

HRID 1928755Notes

Reaction equation

HRID 1928755 reaction equation
[C:1](=O)(OC(Cl)(Cl)Cl)[O:2]C(Cl)(Cl)Cl.[NH2:13][CH:14]1[CH2:19][CH2:18][N:17]([CH:20]2[CH2:22][CH2:21]2)[CH2:16][CH2:15]1.[CH3:23][O:24][C:25]1[CH:26]=[CH:27][CH:28]=[C:29]2[C:34]=1[CH:33]([NH:35][C:36]1[CH:45]=[CH:44][C:43]3[C:38](=[CH:39][CH:40]=[C:41]([NH2:46])[CH:42]=3)[N:37]=1)[CH2:32][CH2:31][CH2:30]2>>[CH:20]1([N:17]2[CH2:18][CH2:19][CH:14]([NH:13][C:1]([NH:46][C:41]3[CH:42]=[C:43]4[C:38](=[CH:39][CH:40]=3)[N:37]=[C:36]([NH:35][CH:33]3[C:34]5[C:29](=[CH:28][CH:27]=[CH:26][C:25]=5[O:24][CH3:23])[CH2:30][CH2:31][CH2:32]3)[CH:45]=[CH:44]4)=[O:2])[CH2:15][CH2:16]2)[CH2:22][CH2:21]1

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 162276441-Cyclopropylpiperidin-4-amineHCID 57860959Rac-n2-(8-methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-quinoline-2,6-diamine

Product 1

HCID 68638993Rac-1-(1-cyclopropyl-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, 4-amino-1-cyclopropylpiperidine (CAS no. 62813-02-9) and rac-N2-(8-methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-quinoline-2,6-diamine MS: m/e=486.1 (M+H+).

Sources & evidence

ORD record
ord-f40e82517fe94207befa952c57aedbc3
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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