(1R)-1-(2-Fluorophenyl)ethylamine → (RS)-{4-[4-[1-(2-Fluoro-phenyl)-ethylcarbamoyl]-2-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid tert-butyl ester

HRID 605372Notes

Reaction equation

HRID 605372 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([S:15][C:16]2[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[CH:18][C:17]=2[NH:25][C:26]2[C:27]3[CH:35]=[CH:34][C:33]([CH:36]([CH3:38])[CH3:37])=[N:32][C:28]=3[N:29]=[CH:30][N:31]=2)=[CH:11][CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1[CH:46]([NH2:48])[CH3:47]>>[C:1]([O:5][C:6](=[O:7])[NH:8][C:9]1[CH:14]=[CH:13][C:12]([S:15][C:16]2[CH:24]=[CH:23][C:19]([C:20](=[O:21])[NH:48][CH:46]([C:41]3[CH:42]=[CH:43][CH:44]=[CH:45][C:40]=3[F:39])[CH3:47])=[CH:18][C:17]=2[NH:25][C:26]2[C:27]3[CH:35]=[CH:34][C:33]([CH:36]([CH3:37])[CH3:38])=[N:32][C:28]=3[N:29]=[CH:30][N:31]=2)=[CH:11][CH:10]=1)([CH3:3])([CH3:4])[CH3:2]

Participants

3

Reactant 2

HCID 2782361(1R)-1-(2-Fluorophenyl)ethylamineHCID 593768924-(4-tert-Butoxycarbonylamino-phenylsulfanyl)-3-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-benzoic acid

Product 1

HCID 67040906(RS)-{4-[4-[1-(2-Fluoro-phenyl)-ethylcarbamoyl]-2-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid tert-butyl esterYield 84%

Procedure

According to the procedure in Example 385F, the title compound was prepared using 4-(4-tert-butoxycarbonylamino-phenylsulfanyl)-3-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-benzoic acid (prepared in Example 385E) and (RS)-1-(2-fluorophenyl)ethylamine: yield 84%.

Sources & evidence

ORD record
ord-b00837860b8e488496d9d7406ee50801
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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