Pyrrolidine → HCID 22259345, compound

HRID 1610960Notes

Reaction equation

HRID 1610960 reaction equation
[F:1][C:2]([F:39])([F:38])[C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]2[O:12][CH:13]=[C:14]([CH2:16][O:17][C:18]3[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH2:26][CH2:27][N:28]4[CH:32]=[CH:31][N:30]=[C:29]4[CH2:33][CH2:34][C:35](O)=[O:36])=[CH:20][CH:19]=3)[N:15]=2)=[CH:5][CH:4]=1.[NH:40]1[CH2:44][CH2:43][CH2:42][CH2:41]1.P(C#N)(OCC)(OCC)=O>C(N(CC)CC)C>[F:38][C:2]([F:39])([F:1])[C:3]1[CH:4]=[CH:5][C:6](/[CH:9]=[CH:10]/[C:11]2[O:12][CH:13]=[C:14]([CH2:16][O:17][C:18]3[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH2:26][CH2:27][N:28]4[CH:32]=[CH:31][N:30]=[C:29]4[CH2:33][CH2:34][C:35]([N:40]4[CH2:44][CH2:43][CH2:42][CH2:41]4)=[O:36])=[CH:20][CH:19]=3)[N:15]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 76257Diethyl cyanophosphonateHCID 22259309HCID 22259309, compound

Product 1

HCID 22259345HCID 22259345, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Using 3-[1-[4-[4-[(2-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1,3-oxazol-4-yl)methoxy]phenyl]butyl]-1H-imidazol-2-yl]propionic acid (200 mg), pyrrolidine (0.174 ml), diethyl cyanophosphate (0.303 ml) and triethylamine (0.310 ml), the same reaction as Example 5-(ii) was carried out to yield the titled compound (86 mg).

Workup

  1. customthe same reaction as Example 5-(ii)

Sources & evidence

ORD record
ord-dfff3c07d1ae47df93bb5973bb73e0b5
Source dataset
uspto-grants-2006_01
Patent number
US06984653B2

Reaction notes

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