3-Aminoazetidine, 3-BOC protected → HCID 86654571, compound

HRID 2384676Notes

Reaction equation

HRID 2384676 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[CH:24][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([CH:15]=[C:16]3[S:20][C:19](SC)=[N:18][C:17]3=[O:23])=[CH:12][CH:13]=2)[CH:8]=[N:7]1.[C:34]([O:38][C:39](=[O:45])[NH:40][CH:41]1[CH2:44][NH:43][CH2:42]1)([CH3:37])([CH3:36])[CH3:35]>>[C:34]([O:38][C:39](=[O:45])[NH:40][CH:41]1[CH2:44][N:43]([C:19]2[S:20][C:16](=[CH:15][C:11]3[CH:10]=[C:9]4[C:14](=[CH:13][CH:12]=3)[N:6]([CH2:5][C:4]3[CH:24]=[CH:25][C:26]([C:28]([F:30])([F:31])[F:29])=[CH:27][C:3]=3[C:2]([F:1])([F:33])[F:32])[N:7]=[CH:8]4)[C:17](=[O:23])[N:18]=2)[CH2:42]1)([CH3:37])([CH3:35])[CH3:36].[NH2:40][CH:41]1[CH2:44][N:43]([C:19]2[S:20][C:16](=[CH:15][C:11]3[CH:10]=[C:9]4[C:14](=[CH:13][CH:12]=3)[N:6]([CH2:5][C:4]3[CH:24]=[CH:25][C:26]([C:28]([F:31])([F:30])[F:29])=[CH:27][C:3]=3[C:2]([F:1])([F:32])[F:33])[N:7]=[CH:8]4)[C:17](=[O:23])[N:18]=2)[CH2:42]1

Participants

4

Reactant 2

HCID 15194053-Aminoazetidine, 3-BOC protectedHCID 866545435-[1-(2,4-bis-trifluoromethyl-benzyl)-1H-indazol-5-ylmethylene]2-methylsulfanyl-thiazol-4-one

Product 2

HCID 86654571HCID 86654571, compoundHCID 86654572HCID 86654572, compound

Procedure

(1-{5-[1-(2,4-Bis-trifluoromethyl-benzyl)-1H-indazol-5-ylmethylene]-4-oxo-4,5-dihydro-thiazol-2-yl}-azetidin-3-yl)-carbamic acid tert-butyl ester was prepared from 5-[1-(2,4-Bis-trifluoromethyl-benzyl)-1H-indazol-5-ylmethylene]-2-methylsulfanyl-thiazol-4-one and azetidin-3-yl-carbamic acid tert-butyl ester following General Procedure C. The compound was used directly following General Procedure H to provide 2-(3-Amino-azetidin-1-yl)-5-[1-(2,4-bis-trifluoromethyl-benzyl)-1H-indazol-5-ylmethylene]-thiazol-4-one.

Sources & evidence

ORD record
ord-1ef2589b733e4a86a8783df9ca80034d
Source dataset
uspto-grants-2012_09
Patent number
US08263781B2

Reaction notes

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