HCID 71164602, compound → HCID 23648440, compound

HRID 1182295Notes

Reaction equation

HRID 1182295 reaction equation
[F:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C@@H:10]([C@@H:12]([NH:17][C:18](=[O:41])[O:19][C@H:20]([CH2:25][N:26]2[CH:30]=[CH:29][C:28]([C:31]3[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][CH:32]=3)=[N:27]2)[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:13][CH2:14][CH2:15][CH3:16])[OH:11])[CH:5]=[CH:4][CH:3]=1.FC1N=C(NC[C@H]([C@@H](NC(=O)O[C@H](CN2C=CC(C3C=CC(C(F)(F)F)=CC=3)=N2)C(C)(C)C)CCCC)O)C=CC=1.O[C@H]([C@@H](NC(=O)O[C@H](CN1C=CC(C2C=CC(C(F)(F)F)=CC=2)=N1)C(C)(C)C)CCCC)CNS(C1C=CC=CN=1)(=O)=O.O[C@@H]([C@@H](NC(=O)O[C@H](CN1C=CC(C2C=CC(C(F)(F)F)=CC=2)=N1)C(C)(C)C)CCCC)CNS(C1C=CC=CN=1)(=O)=O>>[F:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]([C@@H:12]([NH:17][C:18](=[O:41])[O:19][C@H:20]([CH2:25][N:26]2[CH:30]=[CH:29][C:28]([C:31]3[CH:36]=[CH:35][C:34]([C:37]([F:39])([F:38])[F:40])=[CH:33][CH:32]=3)=[N:27]2)[C:21]([CH3:22])([CH3:24])[CH3:23])[CH2:13][CH2:14][CH2:15][CH3:16])=[O:11])[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 71164602HCID 71164602, compoundHCID 71164603HCID 71164603, compoundHCID 71164616HCID 71164616, compoundHCID 71164617HCID 71164617, compound

Product 1

HCID 23648440HCID 23648440, compound

Procedure

(1S)-2,2-dimethyl-1-({3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)propyl (1S)-1-{[(6-fluoro-2-pyridinyl)amino]acetyl}pentylcarbamate was prepared as in example 3g (15% yield) except that (1S)-2,2-dimethyl-1-({3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)propyl (1S)-1-{(1S)-2-[(6-fluoro-2-pyridinyl)amino]-1-hydroxyethyl}pentylcarbamate & (1S)-2,2-dimethyl-1-({3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)propyl (1S)-1-{(1R)-2-[(6-fluoro-2-pyridinyl)amino]-1-hydroxyethyl}pentylcarbamate were substituted for (1S)-2,2-dimethyl-1-({3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)propyl (1S)-1-{(1S)-1-hydroxy-2-[(2-pyridinylsulfonyl)amino]ethyl}pentylcarbamate & (1S)-2,2-dimethyl-1-({3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)propyl (1S)-1-{(1R)-1-hydroxy-2-[(2-pyridinylsulfonyl)amino]ethyl}pentylcarbamate. ES-LCMS m/z 600 (M+Na); HRMS C29H35N5O3F4 m/z 578.2754 (M+H)+Cal; 578.2745 (M+H)+.

Sources & evidence

ORD record
ord-2701b74456854d299f522cf5ac29515e
Source dataset
uspto-grants-2007_10
Patent number
US07288541B2

Reaction notes

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