Sulfamic Acid → 6-Arylpyrido[2,3-d]pyrimidine deriv. 42

HRID 3442

Reaction equation

HRID 3442 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[CH:11]=[C:10]([C:12]3[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:19])[C:9]([NH2:20])=[N:8][C:6]=2[N:7]=1.S(=O)(=O)(O)N.N[CH2:27][CH2:28][CH2:29][N:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>>[Cl:19][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([Cl:18])[C:12]=1[C:10]1[C:9]([NH2:20])=[N:8][C:6]2[N:7]=[C:2]([NH:1][CH2:27][CH2:28][CH2:29][N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)[N:3]=[CH:4][C:5]=2[CH:11]=1

Participants

4

Reactant 3

HCID 5987Sulfamic AcidHCID 61055N-(3-Aminopropyl)morpholineHCID 53281136-(2,6-Dichlorophenyl)pyrido[2,3-d]pyrimidine-2,7-diamine

Product 1

HCID 53281446-Arylpyrido[2,3-d]pyrimidine deriv. 42

Procedure

A mixture of 2,7-diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine (4.00 g) from Example 1, sulfamic acid (2.53 g) and aminopropylmorpholine (30 mL) was reacted as in Example 53. In this instance, the crude residue was washed with hot ethyl acetate followed by diethyl ether to afford 3.95 g of the title compound 6-(2,6-dichlorophenyl)-N2 -(3-morpholin-4-yl-propyl)-pyrido[2,3-d]pyrimidine-2,7-diamine, CIMS (1% NH3 in CH4): 461=M+ +C2H5, 433=M+ +H (Base), 346, 332; mp 224°-230.5° C.

Workup

  1. customwas reacted as in Example 53
  2. washIn this instance, the crude residue was washed with hot ethyl acetate

Sources & evidence

ORD record
ord-f61888cd7d804b09a5851ce22ce962d0
Source dataset
uspto-grants-1998_03
Patent number
US05733913

Linked notes

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