Diisopropylethylamine → HCID 178462524, compound

HRID 2116914Notes

Reaction equation

HRID 2116914 reaction equation
[F:1][C:2]([F:42])([F:41])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13](COCC[Si](C)(C)C)[C:12]([N:22]3[CH2:27][CH2:26][N:25]([C:28]4[C:33]([C:34]([F:37])([F:36])[F:35])=[CH:32][CH:31]=[CH:30][N:29]=4)[CH2:24][CH2:23]3)=[N:11][C:10]=2[C:38](O)=[O:39])=[CH:5][CH:4]=1.[CH2:43]([N:45]1[CH2:49][CH2:48][CH2:47][CH:46]1[CH2:50][NH2:51])[CH3:44].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.CCN(C(C)C)C(C)C>C(Cl)Cl>[CH2:43]([N:45]1[CH2:49][CH2:48][CH2:47][CH:46]1[CH2:50][NH:51][C:38]([C:10]1[N:11]=[C:12]([N:22]2[CH2:23][CH2:24][N:25]([C:28]3[C:33]([C:34]([F:37])([F:35])[F:36])=[CH:32][CH:31]=[CH:30][N:29]=3)[CH2:26][CH2:27]2)[NH:13][C:9]=1[C:6]1[CH:7]=[CH:8][C:3]([C:2]([F:41])([F:42])[F:1])=[CH:4][CH:5]=1)=[O:39])[CH3:44]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 1172952-Aminomethyl-1-ethylpyrrolidineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 58625820HCID 58625820, compound

Product 1

HCID 178462524HCID 178462524, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 5-(4-(trifluoromethyl)phenyl)-2-(4-(3-(trifluoromethyl)pyridin-2-yl)piperazin-1-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carboxylic acid (200. mg, 0.325 mmol, Example (16e)), (1-ethylpyrrolidin-2-yl)methanamine (83 mg, 0.65 mmol, Acros), benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (216 mg, 0.487 mmol, Aldrich), and DIEA (0.170 mL, 0.975 mmol, Aldrich) in DCM (2 mL) reacted under the condition of Example 16(f) and Example 16(g) to give the title compound as a light yellow solid. MS (ESI, positive ion) m/z: 596 (M+1).

Workup

  1. customreacted under the condition of Example 16(f) and Example 16(g)

Sources & evidence

ORD record
ord-6051e6cf2f1641a5bfd4326e897df8ad
Source dataset
uspto-grants-2008_10
Patent number
US07439360B2

Reaction notes

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