Ammonium Chloride → HCID 86640122, compound

HRID 912176Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:47]=[CH:46][C:6]([CH2:7][N:8]([CH2:37][C:38]2[CH:43]=[CH:42][C:41]([O:44][CH3:45])=[CH:40][CH:39]=2)[C:9]2[N:14]=[CH:13][C:12]([C:15]3[C:16]4[CH2:29][CH2:28][N:27]([C:30]([NH:32][CH2:33]C(O)=O)=[O:31])[C:17]=4[N:18]=[C:19]([N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)[N:20]=3)=[CH:11][N:10]=2)=[CH:5][CH:4]=1.[Cl-].[NH4+].C([N:52]([CH:56](C)C)C(C)C)C.C1C=CC2N([OH:68])N=NC=2C=1>O.CN(C=O)C>[C:56]([N:32]([CH3:33])[C:30]([N:27]1[C:17]2[N:18]=[C:19]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[N:20]=[C:15]([C:12]3[CH:11]=[N:10][C:9]([N:8]([CH2:37][C:38]4[CH:43]=[CH:42][C:41]([O:44][CH3:45])=[CH:40][CH:39]=4)[CH2:7][C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:47][CH:46]=4)=[N:14][CH:13]=3)[C:16]=2[CH2:29][CH2:28]1)=[O:31])(=[O:68])[NH2:52]

Participants

Conditions

Temperature: 80 °C

Procedure

To a DMF solution (1 ml) of [(4-{2-[bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carbonyl)-amino]-acetic acid (30 mg) obtained in Step A, ammonium chloride (5.0 mg), N-ethyldiisopropylamine (41 μl), HOBt (6.3 mg) and WSCI (13.4 mg) was added, followed by stirring at 80° C. for 3 hours. To this, water was added, and the resulting solid was filtered, to obtain a crude product of the desired compound (27 mg, 91%).

Workup

filtrationthe resulting solid was filtered

Sources & evidence

ORD record: ord-439a058a8fb140619b0a1cb741ca79bd
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022205B2

Reaction notes

Loading…