2-Amino-5-chloropyridine → {4-[2-Amino-4-(4-trifluoromethyl-thiazol-2-ylcarbamoyl)-phenylsulfanyl]-phenyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

HRID 605069Notes

Reaction equation

HRID 605069 reaction equation
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16](=[O:37])[NH:17][C:18]3[CH:23]=[CH:22][C:21]([S:24][C:25]4[CH:30]=[CH:29][C:28]([C:31](Cl)=[O:32])=[CH:27][C:26]=4[N+:34]([O-])=O)=[CH:20][CH:19]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[F:38][C:39]([F:47])([F:46])[C:40]1[N:41]=[C:42]([NH2:45])[S:43][CH:44]=1.ClC1C=CC(N)=NC=1>>[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16](=[O:37])[NH:17][C:18]3[CH:23]=[CH:22][C:21]([S:24][C:25]4[CH:30]=[CH:29][C:28]([C:31](=[O:32])[NH:45][C:42]5[S:43][CH:44]=[C:40]([C:39]([F:47])([F:46])[F:38])[N:41]=5)=[CH:27][C:26]=4[NH2:34])=[CH:20][CH:19]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 661742-Amino-5-chloropyridineHCID 12014172-Thiazolamine, 4-(trifluoromethyl)-HCID 86615543HCID 86615543, compound

Product 1

HCID 86615544{4-[2-Amino-4-(4-trifluoromethyl-thiazol-2-ylcarbamoyl)-phenylsulfanyl]-phenyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Procedure

A mixture of the product from Example 19C was reacted with 4-Trifluoromethyl-thiazol-2-ylamine using the procedure of Example 19D substituting 4-Trifluoromethyl-thiazol-2-ylamine for 5-chloro-2-aminopyridine followed by reduction of the nitro group following the procedure of Example 19E to provide the title product.

Sources & evidence

ORD record
ord-1b09f50c9b944ff69d1eb4ef6e647ac0
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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