Acetyl chloride → HCID 90032984, compound

HRID 1754850Notes

Reaction equation

HRID 1754850 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][C:14]2[N:17]=[C:18]([NH2:20])[S:19][C:13]=2[CH:12]1[C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[O:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(CC)CC.[C:42](Cl)(=[O:44])[CH3:43]>C(Cl)Cl>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][C:14]2[N:17]=[C:18]([NH:20][C:42](=[O:44])[CH3:43])[S:19][C:13]=2[CH:12]1[C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[O:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 90022235HCID 90022235, compound

Product 1

HCID 90032984HCID 90032984, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To an-ice cooled solution of (±)-2-amino-4-(5-chloro-2-ethoxycarbonylmethoxy-phenyl)-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid benzyl ester (50 mg, 100 μmol, 1 eq.) and NEt3 (69 μL, 500 μmol, 5 eq.) in DCM (1 mL), acetyl chloride (14 μL, 200 μmol, 2 eq.)

Sources & evidence

ORD record
ord-27b79870ffec48dda1160a383dfaa2c0
Source dataset
uspto-grants-2015_10
Patent number
US09169270B2

Reaction notes

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