Formaldehyde → HCID 58860593, compound

HRID 1350489Notes

Reaction equation

HRID 1350489 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:14]=[C:13]([N:15]3[CH2:20][CH2:19][NH:18][C@@H:17]([CH2:21][CH2:22][C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH3:30])[CH:24]=4)[CH2:16]3)[C:12]3[C:11]4[CH:31]=[CH:32][CH:33]=[CH:34][C:10]=4[S:9][C:8]=3[NH:7][C:6]=2[CH:35]=1.[C:36](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C=O>ClC(Cl)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:14]=[C:13]([N:15]3[CH2:20][CH2:19][N:18]([CH3:36])[C@@H:17]([CH2:21][CH2:22][C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH3:30])[CH:24]=4)[CH2:16]3)[C:12]3[C:11]4[CH:31]=[CH:32][CH:33]=[CH:34][C:10]=4[S:9][C:8]=3[NH:7][C:6]=2[CH:35]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 58860711HCID 58860711, compound

Product 1

HCID 58860593HCID 58860593, compoundYield 80.6%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

Using a method similar to the method of Example 543, using (S)-9-fluoro-5-{3-[2-(3-methoxy-phenyl)-ethyl]-piperazin-1-yl}-11H-12-thia-6,11-diaza-dibenzo[a,f]azulene (0.164 g, 0.337 mmol), sodium triacetoxyborohydride (0.107 g, 0.505 mmol), and aqueous formaldehyde (0.038 mL, 0.50 mmol) in dichloroethane gives the title compound (0.136 g): mass spectrum (APCI+, m/e): 501 (M+1).

Sources & evidence

ORD record
ord-fe08db134d314575b0ddc141790a5d8a
Source dataset
uspto-grants-2007_05
Patent number
US07214673B2

Reaction notes

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