Diisopropylethylamine → HCID 178480568, compound

HRID 1699535Notes

Reaction equation

HRID 1699535 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:40]=[CH:41][CH:42]=1)[CH2:13][N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23]2[N:27]([C:28]3[C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[NH:30][CH:29]=3)[C:26](=[O:37])[NH:25][C:24]=2[C:38]#[N:39])=[CH:15]1.S(C1C=CC(C)=CC=1)([O-])(=O)=O.[N:54]1([C:63](N)=[NH2+:64])C2C=CC=CC=2N=N1.[CH:66](N(C(C)C)CC)(C)C>CN(C=O)C>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:38]([C:24]1[NH:25][C:26](=[O:37])[N:27]([C:28]2[C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[N:30]([CH3:66])[CH:29]=2)[C:23]=1[C:16]1[C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:14]([CH2:13][C:12]2[CH:40]=[CH:41][CH:42]=[C:10]([CH2:9][NH:8][C:63]([NH2:64])=[NH:54])[CH:11]=2)[CH:15]=1)#[N:39]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 69952303HCID 69952303, compoundHCID 178427657HCID 178427657, compound

Product 1

HCID 178480568HCID 178480568, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

78 mg (0.13 mmol) of the title compound from Example 8 and 52 mg (0.16 mmol) of benzotriazole-1-carboxamidinium tosylate were dissolved in 0.2 ml of DMF. 50 μl (0.29 mmol) of diisopropylethylamine was added. The reaction was stirred at room temperature over night. The crude was purified by preparative HPLC. Yield 46 mg, (56%).

Workup

  1. customThe crude was purified by preparative HPLC

Sources & evidence

ORD record
ord-c7d2c23e2d84464c84695ea4203873db
Source dataset
uspto-grants-2002_02
Patent number
US06346625B1

Reaction notes

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