Chloroacetyl chloride → HCID 24960841, compound

HRID 1255982Notes

Reaction equation

HRID 1255982 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][O:19]CCF)[N:12]=[CH:11][N:10]=[C:9]2[NH:23][C:24]1[CH:29]=[C:28]([Cl:30])[C:27]([Cl:31])=[CH:26][C:25]=1[F:32])=[O:4].ClC1C(Cl)=CC(NC2C3C(=CC(OCCO[CH2:57][CH2:58][O:59][CH2:60][CH2:61][O:62][CH2:63][CH2:64][O:65][CH2:66][CH2:67][O:68][CH2:69][CH2:70][F:71])=C(N)C=3)N=CN=2)=C(F)C=1.CCN(C(C)C)C(C)C.ClCC(Cl)=O>C1COCC1>[Cl:1][CH2:2][C:3]([NH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][O:19][CH2:57][CH2:58][O:59][CH2:60][CH2:61][O:62][CH2:63][CH2:64][O:65][CH2:66][CH2:67][O:68][CH2:69][CH2:70][F:71])[N:12]=[CH:11][N:10]=[C:9]2[NH:23][C:24]1[CH:29]=[C:28]([Cl:30])[C:27]([Cl:31])=[CH:26][C:25]=1[F:32])=[O:4]

Participants

6

Reactant 4

HCID 6577Chloroacetyl chlorideHCID 81531DiisopropylethylamineHCID 24960475HCID 24960475, compoundHCID 86618847HCID 86618847, compound

Product 1

HCID 24960841HCID 24960841, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 1c was prepared as described hereinabove for Compound 1a, using Compound 38c (0.13 gram, 0.21 mmol), DIPEA (0.43 mmol, 75.1 μl) and chloroacetylchloride (0.43 mmol, 34.3 μl in THF (18 ml), yielding 0.03 gram of the product (21% yield).

Sources & evidence

ORD record
ord-56ed6d5451674a6d8d71a8c1b4757d1e
Source dataset
uspto-grants-2013_06
Patent number
US08461166B2

Reaction notes

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