Dimethylformamide → HCID 86761028, compound

HRID 1867981Notes

Reaction equation

HRID 1867981 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11][S:12]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)(=[O:14])=[O:13])[CH:8]=[CH:7][C:5]=2[N:6]=1.[C:22]([CH:29]([CH2:33][CH2:34][CH2:35][CH2:36]N)C(O)=O)([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=O.C[N:39]([C:41]([O:45]N1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C.CN(C=[O:75])C>>[C:25]([O:24][CH:22]([N:39]=[C:41]=[O:45])[CH2:29][CH2:33][CH2:34][CH2:35][C:36]([NH:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11][S:12]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)(=[O:13])=[O:14])[CH:8]=[CH:7][C:5]=2[N:6]=1)=[O:75])([CH3:26])([CH3:27])[CH3:28]

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 18470676HCID 18470676, compoundHCID 579808144-Fluorobenzenesulfonic acid 2-aminobenzothiazol-6-yl ester2×

Product 1

HCID 86761028HCID 86761028, compound

Conditions

Temperature
60 °C

Procedure

A solution of 4-fluorobenzenesulfonic acid 2-aminobenzothiazol-6-yl ester (intermediate 16, brevetbenzothiazole_V2) (0.15 g, 0.46 mmol), BOC-6-aminohexanoic acid (0.128 g, 0.555 mmol), HATU (0.211 g, 0.555 mmol) and N,N-diisopropylethylamine (95 μl, 0.555 mmol) in 2 ml of DMF, in a 20 ml round-bottomed flask equipped with a magnetic bar, is heated at about 60° C. (ext.) for 5 hours.

Sources & evidence

ORD record
ord-ff366f308e334ccaade691991e6d98cd
Source dataset
uspto-grants-2009_12
Patent number
US07632952B2

Reaction notes

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