Acetyl chloride → 3-{5-(Acetylamino)-6-[(2,2-dimethyl-propyl)-methyl-amino]-pyrimidin-4-ylamino}-4,N-dimethyl-benzamide

HRID 852037Notes

Reaction equation

HRID 852037 reaction equation
[NH2:1][C:2]1[C:3]([NH:15][C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][C:25]=2[CH3:26])[C:19]([NH:21][CH3:22])=[O:20])=[N:4][CH:5]=[N:6][C:7]=1[N:8]([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH3:9].[C:27](Cl)(=[O:29])[CH3:28].C(N(CC)CC)C>C(Cl)Cl>[C:27]([NH:1][C:2]1[C:3]([NH:15][C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][C:25]=2[CH3:26])[C:19]([NH:21][CH3:22])=[O:20])=[N:4][CH:5]=[N:6][C:7]=1[N:8]([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH3:9])(=[O:29])[CH3:28]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 99467743-{5-Amino-6-[(2,2-dimethyl-propyl)-methyl-amino]-pyrimidin-4-ylamino}-4,N-dimethyl-benzamide

Product 1

HCID 102943103-{5-(Acetylamino)-6-[(2,2-dimethyl-propyl)-methyl-amino]-pyrimidin-4-ylamino}-4,N-dimethyl-benzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-{5-Amino-6-[(2,2-dimethyl-propyl)-methyl-amino]-pyrimidin-4-ylamino}-4,N-dimethyl-benzamide (16 mg), acetyl chloride (3.5 mg), triethylamine (0.02 ml) were stirred in methylene chloride (0.2 mL) at room temperature for overnight. The product (2.8 mg) was purified by preparative thin layer chromatography. MS (m/z): 399 (M+H).

Workup

  1. customThe product (2.8 mg) was purified by preparative thin layer chromatography

Sources & evidence

ORD record
ord-2913e7c25c2549e6b486bc59dc6c1694
Source dataset
uspto-grants-2007_08
Patent number
US07253174B2

Reaction notes

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