Triphosgene → 1-[2-((R)-Indan-1-ylamino)-quinolin-6-yl]-3-[1-(3,3,3-trifluoro-propionyl)-piperidin-4-yl]-urea

HRID 1928759Notes

Reaction equation

HRID 1928759 reaction equation
[C:1](=[O:12])(OC(Cl)(Cl)Cl)OC(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.[C@H:28]1([NH:37][C:38]2[CH:47]=[CH:46][C:45]3[C:40](=[CH:41][CH:42]=[C:43]([NH2:48])[CH:44]=3)[N:39]=2)[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:30][CH2:29]1>>[C@H:28]1([NH:37][C:38]2[CH:47]=[CH:46][C:45]3[C:40](=[CH:41][CH:42]=[C:43]([NH:48][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:12])[CH:44]=3)[N:39]=2)[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:30][CH2:29]1

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 470033811-(4-Aminopiperidin-1-yl)-3,3,3-trifluoropropan-1-one hydrochlorideHCID 57860958(R)-N2-Indan-1-yl-quinoline-2,6-diamine

Product 1

HCID 442187181-[2-((R)-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 (R)—N2-indan-1-yl-quinoline-2,6-diamine; MS: m/e=512.6 (M+H+).

Sources & evidence

ORD record
ord-24fd76d195dc4eaa8cd58860d4e878c0
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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